Lenny's Podcast: Product | Growth | Career: A step-by-step guide to crafting a sales pitch that wins | April Dunford (author of Obviously Awesome and Sales Pitch)

Lenny Rachitsky Lenny Rachitsky 10/22/23 - Episode Page - 1h 31m - PDF Transcript

Themes

Sales pitch, Positioning, Differentiated value, Objections, Cross-functional collaboration, Marketing involvement, Buyer decision-making, Category creation, B2B purchase process, Persuasive writing

Discussion
  • April Dunford shares a framework for crafting effective sales pitches, emphasizing the importance of strong positioning strategy and storytelling.
  • The podcast discusses the challenges of customer indecision and provides strategies to help customers make confident choices.
  • It highlights the need for cross-functional collaboration between product teams and sales to create effective pitches.
  • The importance of understanding a company's differentiated value and the concept of category creation in business is emphasized.
  • The podcast provides insights into the setup and follow-through phases of a sales pitch, including addressing objections and providing proof.
Takeaways
  • When crafting a sales pitch, focus on establishing insights into the market, discussing alternative solutions, highlighting unique value, providing proof, and addressing potential objections.
  • To effectively sell a product or service, communicate its differentiated value and unique capabilities that set it apart from competitors.
  • Companies should invest time in refining their positioning and sales pitch, as it can lead to immediate impact on sales.
  • Focus on winning over the champion and addressing objections from other stakeholders in a B2B purchase process.
  • To overcome customer indecision, teach customers how to buy, provide decision-making tools, and reduce stress and risk.

00:00:00 - 00:30:00

April Dunford, the world's foremost authority on product positioning, shares a framework for crafting effective sales pitches. The podcast emphasizes the importance of strong positioning strategy, storytelling, and focusing on the value that features deliver. It discusses a sales pitch framework used by HelpScout, highlighting the need to present customer service as a growth driver and addressing objections. The conversation also explores the challenges of customer indecision and suggests strategies to help customers make confident choices.

  • 00:00:00 April Dunford, the world's foremost authority on product positioning, discusses her new book Sales Pitch and shares a framework for effectively pitching and selling products. The episode promises to improve listeners' pitching and selling skills.
  • 00:05:00 The guest discusses the importance of effective pitching and selling skills for product leaders and founders. They highlight the need for a strong positioning strategy and storytelling in sales pitches, emphasizing the value that features deliver rather than just listing them. They provide an example of HelpScout, a customer service company, and how their unique approach sets them apart from competitors.
  • 00:10:00 The podcast discusses a sales pitch framework used by HelpScout, a customer service company. The pitch focuses on presenting customer service as a growth driver rather than a cost center and emphasizes the need for a solution that is easy to use, scalable, and delivers an amazing customer experience. The framework consists of two main parts: the setup, which includes insights into the market and the pluses and minuses of alternative solutions, and the follow-through, which highlights the differentiated value of HelpScout's offering. The pitch concludes with steps for providing proof and addressing objections.
  • 00:15:00 The podcast discusses a sales pitch framework that includes addressing objections and ending with a clear ask. It emphasizes the importance of aligning with the customer's point of view and handling objections related to operational concerns. The conversation also highlights the value of conducting discovery during the sales process.
  • 00:20:00 Buyers in the B2B software market often struggle to make informed decisions due to the overwhelming amount of information and lack of guidance from vendors. Research shows that buyers want perspectives on the market and help weighing their options, but vendors often fail to provide this. As a result, many purchase processes end in no decision. This highlights the need for vendors to offer a clear picture of the market and assist buyers in making confident choices.
  • 00:25:00 The podcast discusses the challenges of convincing customers to switch from the status quo and the additional hurdle of customer indecision. It explores the idea that throwing FOMO (fear of missing out) into the mix can make indecisive customers less likely to close a deal. Instead, the podcast suggests helping customers understand the bigger picture, teaching them how to buy, and offering tools to reduce their stress and risk.

00:30:00 - 01:00:00

This episode of Lenny's Podcast features April Dunford, author of 'Obviously Awesome' and 'Sales Pitch.' The discussion revolves around the importance of positioning and pitching in B2B companies. It emphasizes the need for cross-functional collaboration between product teams and sales to create effective pitches. The podcast also highlights the significance of understanding a company's differentiated value and the concept of category creation in business. It provides insights into the setup and follow-through phases of a sales pitch, including addressing objections and providing proof. Overall, it offers valuable guidance for crafting winning sales pitches in the B2B market.

  • 00:30:00 The podcast discusses the challenge of choosing the market leader in a B2B purchase process and the importance of positioning and pitching to the champion in the buying team. It also highlights the need to address objections from other stakeholders and arm the champion with the necessary information. The framework discussed can be useful for B2B companies with or without a sales team.
  • 00:35:00 The podcast discusses the importance of positioning and sales pitch in B2B companies. It emphasizes the need for a cross-functional team to work on defining differentiated value and aligning product marketing and sales. The lack of understanding and communication between product teams and sales often leads to ineffective pitches and missed opportunities.
  • 00:40:00 The podcast discusses the importance of understanding a company's differentiated value and how it sets them apart from the competition. It emphasizes the need to identify the unique capabilities and features that provide value to customers. The example of a company called Level Jump, which is built on top of Salesforce, is used to illustrate the concept.
  • 00:45:00 The podcast discusses the importance of being honest and transparent in sales enablement. They emphasize the need to acknowledge the strengths of other approaches and guide clients towards the best fit for their specific needs. Qualification calls and signals are mentioned as effective ways to determine if a potential client is a good fit before investing time and resources into pitching them.
  • 00:50:00 The podcast discusses the concept of category creation in business and how companies can position themselves within existing categories or create new ones. It highlights the risks and benefits of category creation, emphasizing the importance of timing and market dominance. The bowling pin strategy is also mentioned as a successful approach to entering and dominating a market.
  • 00:55:00 The podcast discusses the setup and follow-through phases of a sales pitch. In the setup phase, the importance of aligning with the customer's point of view on the perfect solution is emphasized. The follow-through phase focuses on introducing the company's product or service and demonstrating its differentiated value. The importance of providing proof and addressing objections is also highlighted.

01:00:00 - 01:30:50

The podcast discusses the process of creating an effective sales pitch, emphasizing the importance of strong positioning and involving sales representatives in the development. Testing and refining the pitch with qualified prospects is crucial, and the feedback from the best sales rep is used to determine its effectiveness. The goal is to see an immediate uplift in converting deals into opportunities after implementing the new pitch.

  • 01:00:00 The podcast discusses the process of creating an effective sales pitch, emphasizing the importance of strong positioning and involving sales representatives in the development. Testing and refining the pitch with qualified prospects is crucial, and the feedback from the best sales rep is used to determine its effectiveness. The goal is to see an immediate uplift in converting deals into opportunities after implementing the new pitch.
  • 01:05:00 The podcast discusses the importance of positioning and sales pitch in increasing sales during tough economic times. It suggests that spending a week on positioning and a month on refining the sales pitch can significantly improve sales. Marketing is involved in the process and is responsible for stewarding the positioning once it is done.
  • 01:10:00 The podcast discusses the importance of improving sales pitches and the limitations of certain frameworks. It emphasizes the need for differentiated value and specific value propositions in sales pitches. The podcast also highlights the challenges of relying solely on trends and the importance of addressing customer indecision. The guest suggests that the structure used in investor pitches may not be suitable for sales pitches due to the shorter timeframes involved.
  • 01:15:00 The podcast episode features a discussion about the importance of exploring different frameworks and approaches in various situations. The guest emphasizes the need to adapt and not be bound by any particular framework. They also recommend books on sales and positioning as valuable resources. Additionally, they share their personal movie preferences and discuss a favorite interview question related to hiring for marketing roles.
  • 01:20:00 The podcast episode features a discussion about the importance of persuasive writing as a learnable skill. The guest shares an interview question they used to ask candidates and talks about their love for low-tech but awesome products, specifically fountain pens. They also mention their motto of 'nothing's a big deal' and reflect on the valuable lesson their dad taught them about perseverance in business.
  • 01:25:00 The podcast episode features a conversation about personal experiences and favorite cities. The guest shares their love for Paris and discusses their connection to the city. They also mention a product management conference in Paris and express their focus on delivering useful content to others.

40 to 60% of B2B purchase processes end in no decision.

If you scratch on that data, the majority of those aren't saying, well, I'm not making

a decision to buy something new because the old thing we were doing is better.

That's not true at all.

In fact, the majority of those is they couldn't figure out how to make a choice confidently.

So what they did was they just went to their boss and said, you know what, now's not a

good time.

Let's not do it now.

Let's do it next year.

Let's just delay it because that is the safe risk-free thing for that person who's

on the hook to make the decision to do.

Today my guest is April Dunford.

April is the world's foremost authority on product positioning.

She's the author of the bestselling book, Obviously Awesome, which is my favorite book

on positioning.

And this is her second time on the podcast because she just published a new book called

Sales Pitch, which builds on her 25-year career as VP of Marketing and Advisor to companies

like Google and Epic Games and many others.

The book guides you through a better way to pitch and sell your product.

And in her conversation, April shares the framework that she has seen work most often

in getting potential customers to get excited about your product and to decide to buy your

product.

Like I say at the top of this episode, you will become better at pitching and selling

your product by the end of this episode.

And if that's useful to you, which it should be, this episode is for you.

With that, I bring you April Dunford after a short work from our sponsors.

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April, thank you so much for being here.

Welcome back to the podcast.

So great to be back.

We were talking about this earlier, but it feels like it was so long ago when I did the

last one.

I was one of the first guests, and I feel like, man, you've been running this thing forever,

and that was like a year ago.

It feels like a lifetime, but it was about a year ago.

But what you've done with it is amazing, right?

The growth in it and everything else, it's super inspirational.

This April, I appreciate that.

It's true, though.

I think everybody looks at your stuff and goes, what the heck?

How does he do it?

The secret is a lot of work.

Yes.

That's the get rich, quick scheme there.

Nobody wants to hear that.

Yeah, but it's work that's extremely fulfilling, and we get to chat again, and you are a very

rare return guest, which makes me very happy.

And the reason you're back is you've written an incredible new book, which I have right

here, if you're on YouTube, called Salespitch.

Oh, that's so cool.

There it is, and it's in your background, too.

It's like an inception.

The book is called Salespitch.

Had a Craft, A Story to Stand Out and Win, and we're going to be spending our time today

digging into all the lessons and frameworks in the book as much as we can in the hour

that we have.

And my goal for this conversation is for listeners to leave this podcast with better

skills at pitching and selling their product, which I think every product leader and founder

will want to do and get better at.

How does that sound?

That sounds great.

Okay, sweet.

I was thinking as a way to get into the conversation, we start with maybe a story or example of

a company that you worked with where you applied the frameworks and lessons that you teach

in the book, and then use that as kind of a jumping off point for digging in further.

Yeah, sure.

So my background is I do positioning work.

And so in the work that I do with clients, generally what we're working on is a shift

in the positioning, which is a little bit of a shift in our thinking around how do we

win in the market.

So in order to test that positioning, what we want to do is take the positioning and

translate it into a sales pitch and then test it live with prospects.

And one of the things I noticed right at the beginning of doing this work is that everybody's

sales pitch kind of looked the same, and they weren't all that great.

And for the most part, what was happening in the sales pitch is there was no positioning

going on in the sales pitch at all.

The sales pitch was essentially a product exposition, so essentially a glorified product

box room.

Like if there was five drop-down menus, we're going to click on all five drop-down menus

and show everybody everything, just feature, feature, feature, feature, feature.

And so most of the teams weren't used to doing any kind of pitching in the pitch, really.

It was just the facts, Jax, we're just going to show you that.

Some would do this really lightweight thing, like here's the problem, we're the solution.

Now let me walk you through all the drop-down menus, but it is basically the same thing

like that.

And so what I wanted to do was build a pitch structure that would reflect the positioning.

And so in order to do that, we have to get a little bit into storytelling mode, not a

lot, but at least a little.

And when we're talking about features, we shouldn't be talking about features, we should

be talking about the value that the features deliver.

So let me give you an example, and I'll do before and after what this would look like.

So I work with these folks, HelpScout.

And so they're in the customer service space, Zendesk or whatever, they're in that space.

And what's interesting about them is they were built from the ground up to serve digital

businesses.

So businesses that don't have a physical store, they don't have sales reps.

And so their approach to customer service was different, like right from the outset,

HelpScout said, well, you know what, customer service for that kind of business is really

important.

Every time you ever get to interact with actual customers.

And so, you know, the data shows that if you give them a really great interaction in service,

it improves loyalty, it improves repeat purchases, and it's actually a growth driver.

Now most folks in other industries see customer service as a cost center.

So you know, your telephone company, for example, wants to get you off the phone as

fast as possible.

And they want to push you to the self-serve FAQ channels, and they don't care about giving

you a good service at all, because, you know, they don't care about any of that.

And so they're all about driving the cost down.

So if we look at HelpScout and their positioning, the alternatives to HelpScout are a handful

of things.

Like most folks start using a shared inbox.

So it's really easy to use and the reps love it, it's easy to use.

The problem is, is you start growing, and then you want to do, you want customer service

features, like you want to be able to do assignments and prioritization and things like that.

So then these customers end up upgrading to help desk software.

And now they're in this whole different world, right?

So the first thing is really hard to use.

So you know, we're not in shared inbox territory anymore.

And the second thing is that, you know, there's this attitude of, we're trying to push folks

to low cost channels, we don't really care about them, we're going to sign you a ticket

number, you know, you're not a person anymore, all this stuff.

So that's the situation.

So HelpScout, if they did a typical pitch, the way I see most SaaS companies pitch, they

would just expose the features, right?

So the pitch would look like this, the digital business comes in and they say, hi, we're

HelpScout, let me show you how to log in, let me show you all the features.

Look, there's a shared inbox thing there.

That's really great.

Oh, look, you know, we can do assignments and prioritization and we can do this other

thing and we can do this other thing and la, la, la, la, la, la, and I keep going until

the time runs out and I don't have any more features to talk about.

The problem with that pitch is the customer's sitting there going, I don't know, man, like

that sounds a little bit like my shared inbox, but it also sounds like HelpDesk software,

like is it different than HelpDesk software?

I'm not so sure.

And like there's overlap in the features there.

And so it doesn't really answer the question, why pick us over the other guys?

And so a different style of pitch would be, one, we would do a little bit of setup to

give everybody an idea about how we fit amongst all the other solutions and what our point

of view is in the market.

And then when we get to exploring the features, we would do that within the context of the

differentiated value.

So here's how that pitch would look like.

Customer comes in and HelpScout says, hey, digital business, you know, we work with a

lot of companies like you and I'm going to show you the product, but before we get there,

one of the things we think is interesting is that digital businesses look at customer

service differently.

They look at it as a growth driver rather than a cost center.

And so most of the folks we work with see delivering a really amazing experience as like a key

part of customer service.

Would you agree with that?

Yeah, we would.

They have a little conversation.

And then they say, great.

Well, you have choices here, right?

So most of the folks we work with start with a shared inbox and that's great because it's

really easy, really easy to use all that stuff.

The problem is if you're growing and you probably are, then you're going to outgrow that because

you're going to need prioritizations, assignments, HelpDesk stuff.

And so then your option is to go to HelpDesk software.

And so HelpDesk software is great, like does all the things.

The problem is that it was not designed for businesses like you.

It was designed for businesses that want to take the cost out of customer service.

So it's going to do some things that are weird, right?

It's going to assign your customer as a ticket number and it's, you know, it's going to try

to drive them to low cost channels.

So can we agree that in a perfect world for digital business like yours, we'd want something

as easy to use as a HelpDesk, but had all the bells and whistles, so we wouldn't have

to migrate to something else.

And on top of that was built from the ground up to deliver amazing customer service.

Do we agree we want that?

Now, at that point, the customer is either with you or you're not, right?

But if they are, then we switch to the actual demo part if we do a demo.

And then we say, great, we've got those three things.

Let me show you how that works.

So one, as easy to use as an inbox, look, here's the inbox.

It's so easy to use.

It's just like an inbox.

It's amazing.

Two, features so you never have to outgrow it.

Look, here's how we do prioritizations, assignments, whatever.

We can do all the stuff you need as you grow and you're never going to have to switch platforms.

And then last one, deliver an amazing experience.

Look, the customer gets to choose which channel that they interact with you with.

And look, they get to stay Dave and not ticket number 1479, that sort of thing.

So that's how the pitch looks in the after, but that's a really different pitch.

Like that pitch is designed to answer the question, why pick us over the other folks?

And so, as you might imagine, it is a lot more effective at actually getting clients

to get their head around, what is this thing?

Why is it different?

Why should I pick you?

And it just works way better in a sales situation.

Awesome.

So just to maybe summarize the framework, because you went through each of these pieces and

I think it might be helpful to give people the kind of steps.

And I have them here, but maybe it might be better for you to kind of figure it out.

You can think of it as, so first of all, the pitch structure has two big pieces.

So the first is the setup.

The setup piece is not about us.

It's about the market and our point of view on the market.

The second bit is all about our differentiated value.

So why pick us over the other guys?

So those pieces aren't equal, like in a normal sales pitch situation, we don't want to spend

all day in the setup part.

Like we want to get to the meat, which is our differentiated value, but we can't skip

that bit.

So if I've got a half hour call or a 45 minute call, maybe I spend a few minutes on this

upfront.

This upfront stuff is really important though, and we can break the upfront into three pieces.

So it starts with our insight into the market.

So this is, you can think of this as our point of view on the market or kind of like the

problem inside the problem in some ways.

So in HelpScout's case, the insight is, hey, customer service is just different for digital

businesses and this is really a growth driver, not a cost center.

So we need to think about customer service in a different way.

That's their insight.

So we start with that.

The second piece is pluses and minuses of alternative solutions.

What we want to do is paint a picture of the entire market and talk about what's good

and bad of the other ways of approaching the job.

And then out of that conversation, we have a conclusion, which is what I call perfect

world, but just kind of like, can we agree that if we really wanted to solve this problem

and knowing what works and doesn't work in the alternate solutions, can we agree really

good solutions should tick these boxes?

This is getting the customer aligned with your world view.

If they're aligned, then we switch to the follow-through.

The follow-through has a handful of steps, but the main step is this differentiated value

step.

So usually what we'd start with is an introduction, hey, we're HelpScout.

We do customer service stuff specifically for digital businesses.

And then we would move on to here's the value we deliver, here's how we do it.

Here's the value we deliver, here's how we do it.

Here's the value we deliver, here's how we do it.

We generally end the sales pitch with a couple of little steps.

So one is after we talk about the value, generally there's a step for proof, which is how can

we prove that we do what we say we can do, which is often a customer case study or it

might be independent third-party verification on stuff.

But usually there's a proof step.

There's an optional step after that, which is handling objections that haven't come

up during the call.

So sometimes we'll have a silent objection, like, yeah, that sounds really good, but it

sounds really hard to adopt, or yeah, that sounds really good, but it's probably pretty

expensive, or yeah, that's okay, but it probably doesn't meet our needs for security or whatever.

And so we handle that at the end in this special objections step, and then we end the pitch

with what I call the ask, which is whatever we want the customer to do next.

So it could be just asking for the sale, or it could be, hey, we want to do a proof of

concept.

Who do we need to talk to about that, or, hey, we're going to do a project, who needs

to be involved in defining the project?

Whatever the next step is in your sales process, that's how we end is with the ask.

Cool.

I wanted to actually talk about objections, because I imagine going through this, companies

often don't agree with what you're saying, and I wonder how you handle that.

So you're going in this, like, do you agree?

And yeah, the silent objection is really interesting.

I didn't even think about that, where they're just like, they're not, they're just like,

yeah, yeah, we agree, but they don't really agree.

How would you suggest people handle them being like, no, I don't actually see the world that

way?

Or the silent objection, which I guess is like something you say for the end?

Typically when we're starting with insight, our insight into the market, if we're doing

this well, the insight is generally not all that controversial.

So you could think of it this way.

So it's kind of the reason you built what you built.

So most founders, when you talk to them, like, they didn't just come up with the idea to

know where they woke up in the morning and said, do you know what sucks about email?

This thing sucks about email.

And so I'm going to build this different kind of email that solves that problem.

Or in the case of HelpScout, it's like, do you know what sucks about customer service?

It just wasn't built for these kinds of businesses.

And so if you've got a point of view on the world, and you're talking to a customer that

just fundamentally doesn't agree with that, like in the case of HelpScout, they come in

and they say, no, actually it's a cost center for us.

We're just trying to get the cost down.

They should disqualify that deal because they can't serve that customer better than Zendesk

does.

Zendesk is going to win that deal.

But if you've done this properly, your insight should resonate for the target account that

you're trying to go after.

Now that doesn't mean there aren't going to be other objections.

And usually there's all kinds of other objections.

But the objections are more on a level of, you know, if I can get you hooked at the beginning

in this setup, then we go to the value, which is just proving I can do what we already agreed

we wanted to get done.

Then the objections tend to be more like operational stuff.

Like, yeah, this sounds good, but I don't know if we can forward it or this sounds good,

but boy, we're going to have to migrate off the old thing or whatever.

So mentally, they're kind of sold already, but they're worried about, well, what's IT

going to say?

And, you know, can I actually get budget about this?

And in B2B, we've got this network of people that we've got to go get agreement from.

To move forward on this thing.

And so often there's objections around that.

The beginning of the sales pitch thing, one more thing on that is that part of what we're

doing in that setup is what sales people would call discovery.

And so that setup part should not be me talking at you.

Like it should be a conversation between me and the client saying, do you agree with this?

Like is this what you're seeing?

Like, did you start with a shared inbox?

What are you doing right now?

Like, did you ever consider using help desk software?

Why?

Yes.

Why no?

Do you have any constraints on what you're looking at?

Like what have you tried before?

What are you looking at trying right now?

This is part of the discovery that we do in a first substantive sales call that your sales

reps would know how to do this.

Typically, one of the things we don't have in the pitch decks that I see in SaaS companies

is there's no good place to do this discovery.

So it kind of happens outside of the structure of the pitch.

In this pitch structure, there's a definite spot for discovery.

So by the time we get to the end of the setup, we should either be aligned like, yep, this

looks like a good prospect for us.

Yep, we can do something.

Yep, they got a problem we can solve.

This all looks good.

Or we kind of jointly come to the conclusion, hey, this just, our stuff just aim for you

man.

And that's it.

And I imagine a lot of this comes from doing this enough times you get to understand how

where people generally agree, like this is a problem, we all know this is a problem.

And it's unlikely that you're going to, you're going to have to throw everything out because

someone just decides, no, this isn't for us.

I think one of the biggest shifts maybe from this framework is that you go into like a

teaching mindset.

It's not just like, here's our product, it's going to solve your problem, it's more, here's

what's happening broadly.

You maybe don't have the time to do the research we've done, here's what we found.

And then that builds trust, I think in you as a company and as a leader, a salesperson,

and then they're like, okay, see, they see the world the way we do, or I've just like

realized something new.

I never thought of it that way.

And then, okay, cool.

How do they think about the solution to this?

Right.

Like one of the key things to think about in all of this stuff that I think we don't think

about enough as software vendors is that, you know, customers will come to us and they've

done their homework, right?

They've Googled around and they've looked at stuff.

But that doesn't mean they have perfect understanding of the market.

In fact, it's usually far from it.

If we think about it, most of the folks in B2B software, most of the time your buyer

has never purchased software like yours before.

This is the first time they've done it.

And their boss has come to them and said, hey, figure this out, like go find us a CRM

and go, you know, look at all the CRMs and figure it out.

And the buyer is looking at it going, jeez, I don't know, man, like there's a lot of CRMs

out there.

And I'm looking at all the things.

There's G2 Crowd and there's 24 CRMs in the top right corner.

And I'm looking at Gardner Group and I'm looking at this thing.

And I'm actually doing my research, but I'm overwhelmed.

What I don't have is a clear picture of the market.

Like what are the different approaches to this problem?

Like forget about products.

Like what are the approaches to the problem?

Where do the products fit in those approaches?

What's a good solution for me look like?

What should be my purchase criteria?

Like that's really hard for buyers to figure out.

And in general, in a sales process, we're not doing anything to help the buyer figure

that out.

Even though we know it, we eat, sleep and breathe this market.

We spend all day looking at competitors and thinking about this stuff and whatever.

But we've got this idea.

Well, we shouldn't do this because, you know, first of all, we can't talk about the other

guys because now we'd be seen as bashing our competition and that's bad, right?

The other thing is, even if we did give our opinion, nobody would trust us because we're

biased.

But if you look at the research on this stuff, the research doesn't support that.

Like the research actually says what B2B software buyers want in a sales interaction is perspectives

on the market and help weighing their options.

And we don't do that.

We're just like, here's our stuff.

You figure it out.

And so as a result, what we get are these buyers come in, they're overwhelmed with all

this information, they come in and they sit in our sales process and we overwhelm them

even more with more features and more information.

And what they're really worried about is, what if I make a bad choice here because I've

never done this before and I'm going to have to recommend to my boss and if I make the

wrong suggestion to my boss, maybe my boss thinks I'm stupid or maybe I buy something

and the whole department hates me because it's awful to use or maybe I pick something

and it's just bad software and then bad things happen for the business, maybe I get fired.

And so the data on this shows that for B2B, 40 to 60% of B2B purchase processes end in

no decision.

And then when you look at, if you scratch on that data, the majority of those aren't

saying, well, I'm not making a decision to buy something new because the old thing we

were doing is better.

That's not true at all.

In fact, the majority of those is they couldn't figure out how to make a choice confidently.

So what they did was they just went to their boss and said, you know what, now's not a

good time.

Let's not do it now.

Let's do it next year.

Let's just delay it because that is the safe risk-free thing for that person who's on the

hook to make the decision to do.

I think this is one of the most interesting insights that you share in your book and you

also share this in the newsletter post about how buying software is, you could argue it's

harder than selling it because people have learned their skills and training for selling.

But buying is this, as you described, extremely stressful.

Like basically your job is online if you make a mistake.

Is there anything more you can share along those lines just to help reinforce that buying

software is extremely hard and stressful and people don't understand that?

Once you sort of get into that mindset, I think then you look at the situation a lot

different.

We've seen the statistics on this that says, you know, the buyer is 80% of the way through

their buying journey by the time they talk to your sales rep.

Yeah, maybe, but they might be 80% of the way to say, and nope, I'm not buying nothing.

And in fact, that's true 60% of the time.

And so how do we combat that?

Like the way we combat that is not just talking about ourselves.

It's actually about trying to be helpful to that person in this very stressful situation

that is trying to figure out how I make a really good decision.

So what we should be doing is giving them a way to think about the whole market and say,

look, like, you know, in the case that helps, look, there's, there's shared inbox and then

there's help desk software and then there's us.

And I don't care who the vendor is, I'm going to put them in one of those buckets.

And so you can just think of it that way.

So you don't need to know every single feature, every single thing.

I'm giving you a bigger picture of the whole market and helping you feel good.

Well, if you choose this or you choose that, now you know why.

I think what's interesting about this is a lot of startups fail because they can't

convince anyone to switch from the status quo.

And I think people always think of that as the current product is good enough.

And that's why they're losing.

But I think this adds an additional wrinkle of it's also the person buying it is just like,

I don't, I don't, I don't want to add the stress to even decide and make the choice

and put my butt on the line to switch.

And I never thought of it that way.

Yeah.

Like, like, I think that hurdle is a lot more than you think, right?

So we obviously have to compete with status quo.

Like we can't ignore status quo because sometimes status quo just is good enough,

you know, and so we can't ignore that.

We still lose deals to status quo, but we lose an awful lot of deals to just

plain customer indecision customers being more afraid of screwing up than missing out.

So to try to overcome that, to drill into the things you find most powerful,

one is help the customer understand the bigger picture and why it's, why essentially

they're falling behind, why maybe competition is going to have an advantage

because they're using thinking in a different way.

Well, I'll throw something out about that.

Please.

So, so, and I've heard people talk about this a lot that, you know, one of the things we

could do in this situation when a customer is feeling this indecision is to kind of

lean into this FOMO and say, look, you're missing out.

Like the competitors are all doing it and you're not doing it.

And so this is an interesting question.

And so I was super excited.

Matt Dixon wrote this book called The Jolt Effect, and in that they studied two

and a half million sales calls that recorded on Gong and they studied it

with AI and then they looked at what happened after the sales call.

So were these successful or not successful?

Did a deal happen or whatever?

It's pretty rare that we get a chance to like dig into some data like this.

And so what his data showed is if a customer is indecisive, throwing FOMO

into the mix makes it worse.

So they are less likely to close the deal if you throw that in.

And the idea is that they're already stressed out and you're just putting

more stress on them by pressuring them, by saying, oh, this is bad things are

going to, you know, you're like, ah, bad things will happen if I do something.

Bad things will happen if I don't something.

Ah, what do I do?

They just put their head in the sand, right?

They're just like, I forget it.

So they're just like, forget it.

I'm doing nothing.

Now I'm totally paralyzed.

And so there's an assumption that companies are very motivated by this FOMO thing.

But I think that that is not always true.

And if the customer is actually indecisive, throwing in this FOMO thing

isn't going to do it.

So what does work in that situation is one, giving them the tools to make the decision.

So that includes paying the picture of the market, teaching them how to buy, essentially.

So teaching them look for customers like you, you just have to worry about these three,

four things.

And all this other stuff, it doesn't apply to you.

That applies to bigger companies.

That applies to whatever.

So this idea of teaching a customer how to buy is one way to take that stress down.

And then there's a whole bunch of other techniques you can use.

So one is, you know, if it's a really big deal, we can split it into smaller pieces.

We can do things like offer you money back guarantee.

We can do things like sometimes we have services and support that are going to help

you if things go bad.

And this is how we're going to make sure.

So this idea of being able to take risk off the table is a really serious one.

If we've got a customer that is actually paralyzed because of this indecision thing.

That makes a lot of sense.

Basically, it's like, how do we help the buyer cover their ass?

If they made a mistake?

Because what you're saying is that's the main reason they're not buying your product.

And this formal thing is just not going to do it.

So interesting.

So I really like this framework, I wrote this down, teaching them how to buy.

That is a really simple way of just thinking about this whole process.

Well, you know, it's funny.

I was having this conversation with Bob Mesta.

You know, he said jobs to be done.

Yeah, I watched that episode.

Yeah.

So he, so, so he's just the best.

And so, so one of the things I think of is like normally when we come at this,

we're like, well, how can we convince the customer that we do the job

that they need to have done?

And obviously we need to do that.

But there is this kind of secondary job that the champion of the deal is.

And that's how do I make a decision without getting fired?

And so we got to help them accomplish that job.

Otherwise, we don't get what we want, which is the money.

It's so interesting.

And it's not even like necessarily get fired.

It's like even the performance suffers or they don't get the promotion.

It's like, yeah.

Like, did they do a good job?

And this makes me think of a process that are being be.

We went through to buy a community forum software.

And I just remember these like massive teams of salespeople come to the office

and pitching everyone on the software and I was, and they just keep like pushing

you to make like, what's the next step here?

How do we need to roll in?

Who needs to buy into the, I was just like, oh my God, so stressful.

I have to like keep this thing moving.

And then there's IT coming in, like, oh, we got to make sure it integrates

with Salesforce.

And like you start with, I just wanted the best community forum software

because we're trying to build something really different and unique.

And you end up with like, okay, it's fine.

Let's just go with the thing that works with Salesforce.

It's all good.

I'm just going to move on to another project.

Well, this is the thing.

It's so easy to default to the market leader in that situation.

Like the market leader has this big advantage that you can say, you know what?

Who's going to, who's going to get me in trouble for picking Salesforce?

Nobody, right?

Like it's so easy to just flip back on that.

And so if you're the challenger in this situation, the brand that's number two

or number three, like you've got to get over all of this inertia and tilting

towards the status quo, because it's just so easy.

It's the lowest risk decision.

Besides do nothing is to just pick the leader in the market.

We'll just run with that.

Yeah.

I think the classic phrase was no one gets fired for buying Microsoft.

I wonder if it's like, is it Salesforce now?

What's the default?

Yeah, no, the original one was IBM.

Oh, I did you right now.

Now you totally get fired for buying IBM.

I don't know.

I don't know what happens.

The other thing you bring up is I think it an interesting thing to think about too.

That really messes people up in these situations is that in B2B typical purchase

process, we have five to seven people involved in making the deal happen.

And so there's this complexity.

We don't have a consumer, right?

But a lot of people, I think over complicate that like in a typical B2B

purchase process, we've got someone in that buying team is what we would call

the champion.

So that person is the person who's been tasked with, hey, pick us the accounting

software or picks the CRM, you figured out.

And so that person is the person that does the initial research, makes the short list,

probably sits on the first calls.

And then there's all these other people.

Now the other people can't make a deal happen, but they can kill it a thousand

ways.

So the way this works is you have to, your positioning and your pitch needs to

really work for the champion.

Because if it doesn't, you don't even get to talk to anybody else.

Like you don't even get to go near anybody else.

We don't make it on the short list and you don't get to deal with cooking.

But once the deal is cooking, it is on you to arm that champion to handle all

the objections, potentially of all the other groups.

So, you know, so if you're the line of business buyer, let's say you're in the

sales department, you're buying a CRM, IT is going to have to get involved at

some point and IT doesn't really care about the value of your CRM, but they do

care, doesn't meet the security requirements, it doesn't integrate with the

stuff we already have and how much of a pain is this thing going to be to manage.

And so we're not actually pitching value to those people.

We're just handling objections.

And so once we realize that, then we can get really tight on our positioning and

our sales pitch, like what we're really trying to do is just cook the champion,

get the champion, and then once the deal is going, we got to arm the champion for

how to handle all these objections of all these other groups so that you can get

a consensus to get a deal moving forward.

How do you actually do that?

Is it ask them what are all the concerns you're hearing?

Is it ask the individual stakeholders what are your biggest concerns?

If we're really smart, we already know because we've done lots of deals, right?

So if we're being a good partner in this, you know, we're in, sometimes

even in the very first meeting, we're saying, Hey, look, you know, in that spot

where we're talking about objections, we're going to say, Hey, look, IT is going

to come in and they're going to be worried about this, this and this.

And don't worry, we got you, right?

So, you know, we're socked to compliant, we do this, we do that.

We know because we've done 15 deals and we know what these deals are like.

And we know what they're, what the stuff is going to be.

You might have the champion come in and say, well, I don't know, you know,

end users might not like it.

And it's like, okay, well, here's how we're going to get your end users on board.

This is the training we have.

This is the stuff we're going to do.

The neat thing, if you have a product like growth ring on the front end of that,

it takes that objection off the table.

But, you know, and you might have other things like, you know, you're going

to take this to your boss and they're going to want to know ROI numbers.

And blah, blah, blah.

And we've already done that.

Look, here's our calculator.

You know, if you give us this information, we can put this in.

Here's how you sell your boss.

So that's what we're doing.

We're trying to arm them because we've done a million deals.

They've never bought software like this before.

So half the time you'll be doing deals and they don't even know what the

purchasing process is.

And so, you know, if we're being good partners, we're like, okay, does this

need to go to purchasing?

And they'll say, yeah, it probably does.

Oh, well, you know, here's what typically happens at purchasing.

They're going to do this, this, this, and we're going to give you this stuff and

that's going to help you get it through purchasing.

The way you're describing it now makes it feel like you need to be a big

company for this to be useful because smaller companies don't have all these

reps and they may not have the resources to do all these things you're describing.

Who is this framework useful for?

Can you use this approach?

If you're just say, like an early stage of B2B.

Well, so it's B2B products.

If you don't have a sales team, like if you don't have a sales team, I still

think you can use this structure to build a story that marketing can use and you

can use in different ways and we can talk about that.

But in the companies that I work with, they're B2B, they've got a sales team.

And so the immediate thing we're doing is we're making a shift in positioning.

We're building a sales pitch that reflects that positioning.

We can immediately implement that in sales, even though it's going to take a

while for us to forklift the messaging and do other stuff and change our campaigns

and everything else to match this new positioning.

But we can tighten up the sales pitch and have an immediate impact over in sales on that.

Second thing is that I've worked with tons of companies where it's, you know,

the founder is the only sales rep.

And this works pretty good for that.

I don't think we need a ton of resources to do it, but I do think we need to have

enough traction in the market that we understand how a deal typically goes.

So if we haven't sold anything yet, then we don't know yet.

It's hard for us to help you buy something if we don't even know how to sell it.

But if I've done 10 deals, I know what happens.

I know I got a pretty good guess of what IT is going to say when you try to implement this stuff.

I have a good guess of what's going to happen when we go to roll it out.

I have a pretty good guess of what your boss might object to or might get excited by.

And so I don't necessarily need, you know, a research team to go figure this out.

This is just me trying to be helpful and help the champion do their job of getting this deal to the finish line.

So maybe the MVP of this approach is a deck that you continue iterating and adjust and restructure

and also bullet points of things you want to bring up, like, OK, cool.

IT is going to ask for these things, see bullet points that you kind of keep track of.

Exactly.

I'm also thinking from the perspective of a product team building a product.

They don't really sell it themselves.

They work with sales, they work with marketing.

Is there anything that you would recommend or you think product teams could learn

from this approach of selling that would help them build products in a different way

or work with sales in a different way?

Yeah. So so here's what I think, like.

The core of a good sales pitch is really deeply understanding your differentiated value,

which is what is the value I can deliver that no other solution can.

Often what I see at companies is you got a smart product team

and they know a lot about the stuff they're building and why it's important

and what the value is to the customer.

And they did all this work on that when they were building it.

But that information never made the jump to sales.

Because sales isn't even trying to pitch value.

They're just pitching features like here's the drop down venues.

Here's what they do.

And so so the first step in in fixing this, I think,

is to have a cross functional team work on positioning.

So if I've got product marketing and sales together in the room,

working on defining what our differentiated value is,

then I'm going to get all the good juice out of the product team

that deeply understands the product, deeply understand what's differentiated about it,

deeply understands value.

And then I'm also going to have all the juice from the sales team

that understands what the common objections are,

you know, what what the champion really wants to get done

and doesn't want to get done, what the situation is in a typical account.

And then all this cool information sharing happens,

which actually you end up with way better definition

of your differentiated value in the first place.

And so once we've done that work, it is very natural then

for us to work together on the sales pitch that reflects that.

What typically happens is not that at all.

What typically happens is products working on some stuff,

sales working on some stuff, marketing's works on some stuff.

Marketing in their own little bubble comes up with positioning.

They might build some stuff for the sales team, keep it over to the sales team.

Sales team looks at it and says, I don't get what any of this stuff is.

I disagree with this.

This doesn't match what I see.

And they just throw it out and they go back to doing the same pitch

they've been doing since the year of the flood.

It's a long time.

So our first podcast episode was all around positioning.

And so folks want to get deep into that.

They should listen to that.

So we're not going to spend tons of time there.

But differentiated value is a big part of this process also.

So I think it's worth spending a bit of time here.

Could you maybe share a couple of examples of what this is to give people

a sense of what does it mean to be to share differentiated value?

Yeah, so differentiated value is kind of the answer to the question,

why pick us over the other alternatives?

And so the way we get at that in positioning is we start with

putting a stake in the ground of who do we actually compete with?

And so if we didn't exist in the market, what would a customer do?

And so typically there's some status quo thing.

It might not even look like you.

It might just be a spreadsheet or do it with the intern or manual labor.

And then there's whatever else ends up on a short list against us.

And it's basically the definition of, I got to beat all this

plus indecision in order to win a deal.

So I can stick my stake in the ground.

Sales knows the answer to this question.

If you have a sales team, they know the answer to this question.

Like, you know, what would a customer do if we didn't exist?

They know. And then we get to the next step is, well, so what do we have

that's different and that's capability wise feature function of the product

or capability of the company.

So it could be features, it could be your pricing model, it could be we have

support in a way that the other folks don't.

So there's all kinds of things.

It could be it could be the breadth of the portfolio that you have beyond

that one product, we can fill whiteboards with this stuff.

And then what we do is we go down that list of features and we say, so what?

So, you know, you got advanced AI, whatever the heck the thing is.

So what? Why does anybody care?

And the answer to that, so what is your value?

And because it came from this differentiated feature, it's generally value

that the other guys can't deliver because they don't have the

capabilities that deliver to that underpin it.

So if I give you an example, so a company I worked with a few years back,

they recently have been acquired by Salesforce called level jump.

And so they're in the sales enablement space, which is terrible.

There's a million companies in the sales enablement space that they all kind

of look the same.

And so level jump, you know, so if you look at, well, you know, what's the

competitive alternatives, if I look at all the companies in the sales enablement

space, you can kind of put them into two buckets in terms of approaches.

They're either a CMS, like a jazzy content repository, where you can make

sure that people are using the right content and whatever.

Or they're an LMS, a learning management system, which, you know, I can build

the course and certify you on the course.

And that's how we're going to train the sales reps.

If you look at level jump, their differentiated capability is they're

the only one that's built on top of Salesforce.

That's the feature, you know, we're built on Salesforce, the other folks aren't.

And then, but who cares?

Like, so what?

And so when we first had a conversation about it, you know, there was five or

six different answers to that.

So what question?

But the big answer was, well, because we're built on top of Salesforce, my,

my sales enablement data is integrated with my sales data.

And then you say, well, so what about that?

Well, because then that means if I can actually tell, did the sales enablement

improve time to first deal or improve time to make quota?

Well, so what about that?

Well, if I improve that ramp time, then we get way more revenue faster.

So that's the differentiated value.

When I go to do that in a sales pitch, I can translate that into my insight.

My insight is every day your reps not making quota cost you money.

So if we really want to solve sales enablement, don't we really want to have

something where we can measure whether or not the sales enablement is working

with sales metrics?

Yeah, we do.

Interesting.

So the differentiated value often informs the insight that it does start with.

It absolutely is.

Like that the insight is basically the context that makes your differentiated

value important.

Like what is the thing you need to know to understand the importance of my

differentiated value?

In the case of help scout, the insight is look, digital businesses like customer

services, growth driver, where does that come from?

If you look at their differentiated value, it's there.

And so we can just reverse it, flip it around.

Even if the product wasn't necessarily constructed with that insight, maybe

we got their sideways or the roundabout way or whatever.

We iterated our way into that.

We can look at the differentiated value and then basically reverse it out to the

insight.

What's the sign that the differentiated value or insight that you've come up

with just isn't clicking?

If the differentiated value doesn't work in a sales pitch, what you'll get is

the company going, why would I pay for that?

Yeah, like that is not value for me, buddy.

Yeah, like the way I look at it is, you know, the companies I work with, the

way I look at it is if you're in market and you're selling and you have

happy engaged customers, there's differentiated value there.

That's why they picked you.

That's why they love you.

That's why they don't turn out on you.

It's there.

You might not know what it is.

We might have to, you know, we might have to do a little process to get at it,

but it's there and it exists.

Awesome.

Another question that's been in the back of my mind since we started talking

about differentiated value is just how, how honest should you be about the

competition?

Obviously, there's a spectrum of extremely honest to like super biased.

What's your guidance on just like how honest to be there?

I mean, the posture I think you should assume in a, in a sale situation is

I had all bosses to talk about this is the posture we should have is calm

confidence.

So the, where that calm confidence comes from is we really understand why

people should pick us.

So this differentiated value, we really understand it and we really understand

who that's a really good fit for.

And we don't even bother trying to chase anybody else.

So we should be able to come in and say, look, we're sales enablement that

delivers results.

If you don't care about those results, you shouldn't pick us.

You should pick someone else.

And so generally what we're trying to be is extremely honest.

So we're trying to come in and actually give credit where credit is due with

the other approaches, because typically the other approaches work just fine for

other kinds of companies.

Like if you're really small and you're not growing e-commerce business, use

a shared inbox.

It's free.

It's easy to use.

There's, there's no problems there.

Just use it, right?

If you're really worried about bringing the cost down in a customer service

center, maybe you should use Zendesk.

Like, and so I think the more we can be, we can act as a guide in this situation

and, and come in and say, look, like these guys are good for this.

These folks are good for this and we're good for this.

And you might not care about that.

And if you don't care about that, we're not the one for you.

You shouldn't pick us.

But I think that what, you know, this calm confidence idea is that where we

know the client should pick us, we should be unafraid to fight for that

business, but we should totally walk away from business where we're not the

best fit.

We shouldn't be chasing that business at all.

And this comes back to teaching them how to buy it again and again for these

cases where you're like, this is not a fit.

Ideally, you know that before you like fly to their office and pitch them.

Yeah.

Like generally you've had some kind of qualification happen upstream.

And so that qualification can be done in lots of different ways.

Like if it's, if you got some kind of product like growth motion in the

beginning, you're looking for signals in that.

And if the signals aren't there, then you're not talking to them.

And so, you know, if you, if you've designed your signals right, then you

already know there's intent there.

You already know you're a fit.

You already know stuff.

The way a lot of companies do this is they'll have inside sales do a

qualification call before they set up a first call with a sales rep.

In that qualification call, you're trying to make sure, you know, is this the

right person and do they have a need that we can actually meet?

Is this actually a good fit for what we do?

And if they're not, they don't even make it to the call.

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Another question around this idea of differentiate value and just alternative

approaches is there's a certain previous guest who is very big on creating

category being extremely important and that potentially being the only way to

build a legendary business.

I know you have a different perspective on that because in theory, if you go

that direction, there's no alternative.

It's like we're the one.

What's your take on that?

Well, so here's a few things.

So one, obviously, creating a category is not the only way to create a legendary

business because the vast majority of legendary businesses did not create the

categories that they're in.

So Google did not create search Facebook did not create social network.

Like, I mean, there's there's so many of them.

It's actually more of an exception to the rule that the company is creating a

category than the other way around.

So so I think it's a bit disingenuous to say the only way, you know, it is a

way to build a big business.

No question about that, but it is actually not the only way.

In fact, it is, you know, it's it's not the most common way, but it is a way

and it does work.

So that's one thing.

The second thing is that it category creation is interesting.

Like most companies, if you look at their at their arc, they did not even the

category creators that are successful.

They did not start out as category creators.

So they started out as a niche play in an existing category.

And that's because that's generally the easiest way to get traction for a

company early, because what is the job of the market category?

The job of a market category is to help answer the question.

Like, what is this thing all about?

If I'm positioning an existing category, I can say, well, I'm CRM for very

small businesses that was Salesforce's initial positioning.

I didn't have to explain to you what a CRM was.

That already existed.

There was already billion dollar company in that space.

We know what a CRM is.

And I could say we're CRM for very small businesses.

The reason you can use this very small business is we don't have any software.

So you don't have to have an IT department to babysit it.

It's fantastic.

So most companies start there.

Now, what happens is, is that if you become the dominant player in that space,

which again, category creation folks talk about this, like no category

creator has ever lost the market.

In fact, most category creators lose the market.

Like, what happened to MySpace?

What happened to AskJeeves?

It didn't work out so good for them.

Most category creators actually get overtaken by fast followers.

So if we look at the CRM market, Siebel was the big dominant player there.

And now they're not.

So now we've got Salesforce.

Once you're the dominant player in that market, a cool move to do is to

actually extend the boundaries of the category so that you can continue

to grow.

And most of the category creation examples we see are companies that when

they were 200, 300, 400 million revenue dominating their space, then decided to

move the goalposts and say, well, actually now we're expanding into all these

other areas and we're going to call this category something.

And that's what it is.

And there's loads of examples of that.

Like, you know, Qualtrics, for example, is a company that a lot of people talk

about very successful category creation.

Well, they were survey software up until they were 300 million revenue, just

like everybody else in an existing category.

So that got them there and that worked just fine.

Oh, well, once we're dominating it, now we can say it's whatever it is,

customer experience software or whatever it is.

Snowflake, another good example, like data warehousing in the cloud, they were

that like data warehousing, an existing market where data warehousing for the

cloud, that is not category creation.

And that took them all the way up to the point where they were about to go public.

And now they're cloud data, which is their attempt to expand and say, well,

it's not just data warehousing, it's actually data lakes and a lot of other data stuff.

And so that's a smart move for them because they're now very well known in that space.

You know, I'm not saying category creation is a bad thing.

There are examples of company that came right out of the gate and successfully

created a category and then survived to own the category longer term.

But a more common thing that happens is that the company does the hard work of

creating the category and then exactly the moment where the category starts to

take hold, fast fall work can come in with fresh funding and a lot of it and

learn from all your mistakes and come in and knock you off the, off the peak right

when you're, right when you're, you think you've made it.

So I think category creation is, you know, again, it's good, like it works, but I

think we have to be very careful when we're thinking about doing that at an

early stage business or a business that isn't already dominating the category

that they're in, it's much more common to see companies come in, shave off a piece

of the market, dominate that and then successfully branch out.

It's what Jeffrey Moore called bowling pin strategy, almost all successful

companies follow bowling pin strategy.

Wait, what is that?

Let's touch that, touch on that.

Oh yeah, you know, they just funny how many times I've talked about bowling pin

strategy in the last two months.

So this comes from a bunch of work that was done around the way innovation gets

adopted, blah, blah.

So there's a bunch of research done on this stuff, but you know, and I'm going

to misquote it because Jeffrey Moore stuff.

I've been reading it for decades, but bowling pin strategy goes like this.

The easiest way to take over a great big market is to define a segment of the

market that is underserved by the market leader.

And so if you think about a bunch of bowling pins, we're going to circle

around the lead pin, which is this little piece of the market that's easy

for us to go get, and the market leader probably doesn't care about it.

And so we knock over that pin and knocking over that pin enables us to

get to the three pins right beside it.

And so now I'm established here as a beachhead and I can go get the next

three pins, I'm going to knock those over and eventually I get big enough to

challenge the market leader and then I overtake them.

So the example for my early career was I worked at this company.

We were, we thought we were enterprise software.

We narrowed it down to CRM for investment banks.

And so we literally drew bowling pins for our investor and said, lead pin is CRM

for investment banks.

Once we knock that over, then we're going to go to retail banking, then we're

going to be CRM for banking.

And then once we knock that over, we're going to go to insurance, then we're

going to be CRM for financial services.

Once we knock that over, then we're going to be a great big company and we're

going to challenge Siebel to be CRM for enterprise software.

Instead, we got acquired by Siebel for like a billion bucks, but whatever.

So most companies, if you look at the history of them, they actually start that way.

And so, yeah, if we just fast forwarded to when they were 300 million,

we can say category creation is the only thing to do.

But it's like, well, what happened before then?

That was something different.

Awesome.

Let's come back to your framework.

I'm looking at the list of bullet points.

So we've covered a lot of this already, actually.

So there's the insight where you help them understand what's happening in the

world and what's changing and why this is important.

Then you talk about what the alternative approaches might be, pros and cons.

Then there's this third step, which we haven't talked about yet, which is sharing

the perfect world, characteristics of a perfect solution.

Can you talk a bit about that and why that's important?

So this is the conclusion of the setup phase.

So, you know, if I'm help scout, for example, the conclusion is, you know, we say,

look, like you really want customer success software that's, you know, that's

as easy to use as an inbox, you're never going to outgrow it, but it was built

from the ground up to be, to deliver an amazing service.

And so it's this part of the pitch where we actually get agreement with the

customer that we are aligned in terms of our point of view on the universe.

So it's where I say, okay, we've had our little discussion about the pros and

cons of the other alternatives.

And we say, so look, so are you with me, man?

Like, can we all agree that a really good solution for you would have A, B and C?

And the customer is either like, yeah, right, or they're not.

And so if they're right with you on this definition of the perfect world, then I've

got you, like I've already won the deal and I haven't even talked about us yet.

Because the way I've set it up, I'm the only one that can deliver that.

So if you say, right, all I gotta do is prove that I can do that.

And get you over the hurdle that it's possible for you to adopt it.

Sounds, sounds too easy.

But yeah, I mean, say you lure them in.

Oh, this was easy, Lenny.

We would be on a beach drinking out of a coconut.

Let's let's make it happen.

Okay, so that's the setup.

What do you call the second part again?

It's the follow through, which is really focused on differentiated value.

So in the second part, the first step is usually we introduce our stuff, which is

where the market category is important.

So, you know, we come in and we say, okay, can we agree that a really good

solution should take these boxes?

Yes.

Okay, good.

Now let's talk about us.

Okay.

So, you know, we believe that that's why we build what we build.

So here I am, I'm help scout, we're customer service software for digital

businesses or whatever, you know, whatever our market category is.

So we introduce it just to get people straight in their mind about what it is.

And then we move to here's the value, here's how we do it.

If we think about a typical sales call, like let's say a sales call is half

an hour, 45 minutes, I would expect it's been more than half of the time in the

sales call in this differentiated value phase.

So if we're doing a demo, that's the demo.

And we're saying, okay, step one, let me show you how we do this, right?

So easy to use as an inbox.

Here's the features, you know, never have to outgrow it.

Here's the features delivers amazing customer experience.

Here's the features.

And so that's where we're doing, you know, we're getting to the meat of what

you thought you were getting when you clicked on the button that said, give me

a demo.

So that's what we're doing there.

And then we end with these three little pieces.

One is generally I got to show you some proof that I can do what I say I can do.

So if I'm claiming this thing delivers an amazing customer experience, how do I

prove that?

Well, I can prove it by other customers saying, and it was amazing.

That's one way to prove it.

If I had some independent third party, you know, data that proved whatever I was

claiming, I could show that there too.

But a lot of times what we're doing is we're like, let me show you how this

worked in a company that used our stuff.

So this is what the before looked like.

They did this thing.

Here's the after.

And so customer case study is usually a good way to do that.

But there's usually a step called proof, which is I showed you the value.

Now here's the proof that I could actually deliver on that value.

And it's not just me blowing smoke.

And then the step after that, then it's this optional objection step where they

say, oh, yeah, sounds good, but IT is never going to go for it or sounds good.

But maybe it's going to be too expensive or something.

And so you're going to handle that objection as best as you can.

And then you finish with the ask, which is, you know, whatever, whatever the next

step in your sales process is.

So if it's, you know, hey, well, this is, you know, so what we have to do to get a

deal cooking here and like, do we have to get all IT involved?

Does IT need to see it?

Would you like us to come in and present with you with IT?

Or do you want me to just help you, you know, work on some stuff for IT?

Like it's whatever your next step in the sales processes.

Awesome.

So let me read through this just to have it also sinkly here in case people are

taking notes or trying to remember the stuff.

So there's the setup.

There's a follow through within the setup.

Yep.

The insight, the alternative approaches, pros and cons in the perfect world.

And then you introduce your product, talk about the differentiated value.

Share the proof of why it works, potentially handle objections, silent

objections, and then the ask of what comes next.

That's right.

That's it.

In terms of knowing if this is working and if your differentiated value works or

if your insight works, do you have kind of a heuristic of a success rate that

feels right?

Like how often should this work for you to feel like, I think we have it?

Well, so generally, if the sales pitch isn't working, it's because the positioning

was weak.

And so companies that jump straight to building the new sales pitch without

going back and really making sure that they really nailed the differentiated value.

Who knows?

Maybe it works.

Maybe it doesn't.

And a lot of times it doesn't, I think.

And so in the work I do with my clients, we go all the way back to the beginning.

So we go right back to let's work on the positioning first.

Now, if I've got the smartest people from the company in the room and we've done

enough deals that we're pretty knowledgeable about how customers buy and what

they like and what they don't know.

If I've got the senior executive team in the room and they've got a reasonable

amount of customer experience, we can pretty much feel good that the positioning

we come up with, if we're following a process will be good.

Then it's just a matter of taking that positioning, mapping it to the sales

pitch and then going to test it.

So I think there's a bunch of things in testing that are really important.

So one is we absolutely need sales involved in building the pitch.

If we don't have sales involved in building the pitch, the pitch is never

going to stick.

Like the rule with sales reps is even if they don't like their current pitch,

they're comfortable with the current pitch and they know it and they

memorized it and they have a little joke they tell on slide three.

So they're not going to give up the current pitch without a fight.

And so you got to get sales management involved in building a new pitch.

And then I would never just build the new pitch and then heave it over the wall

and say, good luck, Chuck.

Cause that what'll happen is they'll come up with all kinds of excuses

why they can't use this pitch.

Instead, what you do is you take your best sales rep, your best one and you,

you bring your best sales rep over and you train them on the new pitch.

Like they got to learn, they got to learn it.

They got to pitch it to you, pitch it to the head of sales.

We do a bunch of repetition on that.

And then we have that rep test the pitch with qualified prospects.

So we don't go to existing customers.

They've already been polluted with the old positioning and the old pitch.

And this needs to work with a qualified prospect.

So let's do it in the way it was intended.

We're going to take qualified prospects and work that new pitch with them.

Usually what we'll do is a test period where after every pitch will huddle

and say what worked, what didn't work, maybe that word is tripping people up.

Maybe we need to move this slide from here to here.

And so you will tune it.

And then after we've done a bunch of pitches, one of two things happens.

And so in this test structure, I am very much relying on the expertise

of my best rep to know what's good.

So after the best rep is comfortable with the pitch, done a bunch of pitches.

We've twizzled it.

At some point, the rep will say, OK, I think we're done, you know,

optimizing this pitch and I'm not going back to the old pitch.

I'm sticking with this pitch because I think this one works better.

An experienced sales rep will know that whether the pitch is better than the old

pitch, if you give them the opportunity to feel comfortable with it, work with it

a bit and pitch a bunch of new prospects with it.

So if your best sales rep says, oh, this is way better than the old pitch,

I can just feel it from the way people react to it.

And the number of times we've been able to convert people over into actual

opportunities from a first call.

Then what you do is at that point, I call that pass.

So then we take that rep, we can film them doing the pitch for training.

And then we can take that rep, go back to the rest of the sales team

and have that rep sell everybody else on it.

So that rep goes back and says, listen up, people, you're stupid.

If you're using that old pitch, which sucks, this new pitch is way better.

Trust me, I'm the best rep on this whole team.

By the way, here's the list of deals I have cooking in the pipeline that I got

using this deck, you should go do it and I'm going to teach you how to do it.

Now I got sales teaching sales instead of marketing, sort of throwing

something over the wall and cross their fingers and saying, hey, I hope this works.

What we should see is an immediate uplift in what happens after first call.

So most of the time, what that is, is we get a higher percentage of deals

converting into opportunities after that first substantive calls.

Sometimes, depending on the quality of the pipeline we had coming in,

we're actually disqualifying more, but sometimes that's a good thing.

But what we should see is an immediate uptick, it's stuff coming into the pipeline.

It's a neat trick to pull when, like, especially right now, when everybody's

budgets are really tight and you're just trying to squeeze more juice out of the

lemon, it's a really easy way to get some more juice out of the pipeline.

Just go in, tighten up your positioning, tighten up that sales pitch and we

can have instant impact with that because we can roll that out in a couple of

weeks and start getting better deals flowing through the pipeline because

these customers are understanding your value better, understanding why to pick

you better, it's just easy low hanging fruit to do when the economy is bad.

To give people a sense of maybe how easy that might be, how long would you

suggest people spend on maybe tweaking their positioning and then also on this

pilot, like how much total time could it take to potentially significantly increase sales?

Yeah, so in the customers that I work with, when we do the positioning

stuff, the positioning stuff takes a week, like we're beginning and we're done in

a week, like we're all about speed on this thing, we're trying to get the thing

happening fast, so we're in and out on the positioning in a week, it might take

you, like it depends on the company, like the bigger the company, the slower this

is, but some big companies are actually quite fast and if you're motivated, it

doesn't, it shouldn't take long for us to take that pitch and make it real, then we

got to find a rep, train the rep and then how long it takes us to test it really

depends on how much deal flow you've got.

So if you're working on monster deals and you don't actually get that many qualified

prospects to pitch, that might take a few weeks, but if you've got a lot of

prospects coming through the door and you can get through this fairly quickly.

So I've had companies do it, start to finish, we got new pitch out the door

and people using it in two weeks, that's about as fast as you can get it done.

Most folks, I would say, take about a month.

Cool, that is very short.

Sometimes you're like IBM and who knows when you'll get to it, right?

But most folks could get through it.

If everybody's motivated, we can get it out and have it running in a month.

You mentioned marketing and earlier you said that marketing is involved in this

process in some way.

What's your advice and just how to involve marketing, where they fit in?

Yeah, so usually marketing is going to end up being the stewards of the

positioning once the positioning is done.

So they're going to end up being like positioning police after this because a

lot of the positioning stuff is going to take the form of marketing things.

So they're invested in this.

So when I was the VP marketing, I was the person that would instigate the

positioning thing, let's get everybody together and work on the positioning.

And then I would usually be the person that is driving, getting to sales pitch

figured out, but it's me and sales and product working together.

And then once the sales pitch is done, depending on whether the size of the

organization, whether or not you have sales enablement or somebody inside

sales that can babysit the pitch, usually me and the head of sales would

work on, okay, this is the pitch and this is locked down.

And we're not actually going to change this pitch until something happens that

requires us to change the positioning.

And then that's when we'll relook at the pitch.

So we would look at recertifying the reps every quarter on the pitch and all

that kind of stuff.

And that would be me in partnership, generally me in partnership with the

head of sales, but it depends on how you do it.

Like I don't think it really matters who owns it.

If you have a good product marketing organization, good product marketing

organization, generally is very concerned with the positioning in the pitch.

And those two things sit in their purview, but it depends on how you define it.

I can't wait till you get AirBnB tell us how this stuff works.

I mean, they're different because they're consumer, but companies are

arranged in all different ways.

So, you know, if you have product marketing, it looks one way.

If you don't, it looks another way.

Somebody's got to kind of be the owner of this thing though.

And so we have to decide who that's going to be.

Just a couple more questions.

One is to motivate people to do this.

What kind of impact have you seen at companies that invest this time and

rethink the way they pitch?

Well, so, you know, people don't like me talk about revenue.

Usually what we've seen though is again, the immediate impact is felt in sales

and everybody's very jazzed about that.

Because sometimes what the worry is is like we've got this old positioning

and they came in through the pipeline that way, you know, so they were exposed

to our marketing somewhere with this old positioning.

And then we hit them with the new positioning with this sales pigeon.

Aren't they going to be all like, oh, you move my cheese.

And usually it ends up not being a problem at all.

So usually what we see immediately is an uptick in what's happening in sales.

And so I've had a couple of companies tell me they've doubled the number of

deals that they're bringing from first sales call to opportunity just by

tightening up the pitch and getting that going.

I think that's not unusual.

I worked at a company where we did it in-house, where I was the VP

marketing, and we within two quarters had doubled the revenue just by

tightening up the pitch.

Just tighten it up.

All right.

No big deal.

Yeah.

Okay.

So it was a big shift in positioning.

No, I'll tell you that.

Not small.

Most of the time we're not doing that.

Most of the time it's a tightening, right?

Like we're not saying, oh, we used to be this and now we're this.

Most of the time it's a tightening, but usually like the pitches are so bad.

I'm telling you, they're so bad that there's this low hanging fruit there that

if we could improve it even a little bit, it actually has this big impact on how

much stuff survives down the pipe.

And again, if folks want to go deep into the positioning step, your first book,

obviously awesome is a great guide.

And our first podcast episode goes through this.

Plus you have a guest post to my newsletter where you give them a quick

start guide.

So there's so many tools to help you through this process.

The other thought I've had in the back of my mind as we've been chatting is a

previous guest, Andy Raskin has a different framework, feels similar, but I

know they're different.

His framework starts with a shift that's happened in the world.

And then here's who's going to win in the shift.

Here's who's going to lose.

And then he kind of goes into why this product is the best.

What's your perspective on that approach versus this approach and the big differences?

Yeah.

So, so the thing, the thing with that framework is I do think it works in certain

conditions, but, but again, I think the conditions might be kind of edgy.

So there's a couple of things that I think are lacking in that structure for a

sales pitch.

So the first one is there's actually no concept of differentiated value in that

pitch, which for me is a giant miss.

So in that pitch, it assumes that new is inherently valuable and old is inherently bad.

And sometimes that's true.

So sometimes there's just you versus the status quo and the status quo is some

terrible old thing, some legacy thing, or it's manual processes or something.

And you're the only thing out there.

Then you can get away with that.

But most of the time we don't have that.

Like most of the time there's multiple new ways of doing something.

And you just can't say, well, I'm the only new and the rest of you are old and bad.

So usually I've got to thread the needle.

And so that's the first thing.

The second thing is that like for most companies, like if we really understood

customer indecision, old is good.

It's safe.

It's not risky.

And like, does anybody ever say, no, I'm not going to buy, I'm not going to buy

a sales force.

That's the old stuff.

Like I just don't think that happens.

So in a lot of cases, I don't think you can rely.

Like it's, it's lazy to say, why this because it's new and new is better.

Most of the time the customers are going to want to know what's better about it.

Like tell me what the value is that I can't get anywhere else.

And you're going to have to get more specific than just saying, trust me,

it's new and new is good.

So that's the first thing.

The second thing is, you know, this idea of starting with a trend on the surface,

it looks kind of good.

But the problem is it often the trend is not unique to you.

So everybody else sees the trend too.

And so you're starting in a way that any of your competitors could start the same way.

So I did this for years where I was taught to do problem solution.

Right.

And so we would define the problem like a trend.

So we'd say, well, the change in the world, like I would sell a databases and I'd

say change in the world, like data is exponentially growing, you know, and it's

like, no shit, we all know that all of my competitors could say that.

And all of my competitors deal with the trend in the same way.

So unless you have a particularly unique take on the trend, well, then it's not

the trend at all really, is it?

It's kind of your insight into the trend.

So I don't think trend is that great because it's not always unique to you.

And ideally what we want is something that we can say that none of our competitors

can and typically, you know, a trend is something outside of our control.

It's out in the world and everybody else can see it too.

So I don't think it's great.

I think if that structure, it looks a lot like the structure we use in a VC pitch

or an investor pitch, because we're talking about much longer timelines.

And we can say, look, the world is really changing in 10 years from now, there's

going to be chaos and destruction.

And the only one standing is us.

And, you know, therefore there is no competition and blah, blah, blah.

And because the timeframes are longer and we're talking about disruption of an

entire market, which is pretty theoretical, we can get away with a lot of that stuff

in investor pitch.

In fact, we want to go there and in investor pitch sales pitch, you know,

sales pitch is all about right now.

Sales pitch is like, OK, I'm going to exchange my money for right now.

Like you can't get too far into the future.

Otherwise, all I'm doing is giving everybody a reason to delay, which they're

kind of they're kind of likely to do anyway, because they're indecisive about what

they should do.

I feel like I need a debate version of this podcast where people come on and.

I know.

Well, here's the thing, like that I think people should think about when they're

looking at all this stuff, because, you know, it's it's terribly confusing if

you're trying to figure this out.

You know, the one thing I really dislike about the category creation folks is

they say that's the only way that you can be successful.

And in general, that's just not true about anything.

Like there's lots of ways to do everything.

And so I think people should mess around with stuff.

And for any of these frameworks, I think they should look at it and see if it

works for them and their situation.

And maybe it does.

Maybe it doesn't.

And I think they should steal things from wherever they can steal it and figure

out what works in their own situation.

Like my stuff, like I like the thing is a starting point.

Like folks should use it as a starting point.

But people shouldn't be slaves to it.

Like there are lots of things that work at a market.

And I think the only thing that we know for certain is that we can't say, well,

this is the rule and it always works like this.

If it was that easy again, we like this wouldn't be so hard.

We wouldn't have podcasts and newsletters and all kinds of things trying to

figure this stuff out.

Extremely true.

Well, with that, we've reached our very exciting lightning round.

Are you ready?

Oh, yeah, lightning round.

Oh, gosh, it gives me stress.

OK, OK.

Question number one.

What are two or three books that you've recommended most to other people?

Well, that's an easy question.

So right now, I'm really into Mad Dixon's work right now, which, you know,

we mentioned him a couple of times on the podcast, but Mad Dixon's new book

called The Jolt Effect is really great just because there's all this data.

And the things that he discovered with that data, a lot of it sort of go

against the, you know, what would we consider like accepted sales wisdom?

And so I think that book is full of juicy nuggets and everybody should look at it.

His previous book, The Challenger Sale, and there was a companion

book to that called The Challenger Customer, those were also excellent.

And based on a deep set of research and those books are older now.

But what we see in The Jolt Effect is all the stuff holds true.

Like all the stuff from The Challenger Sale has not changed in 10 years.

So I think those books together are really cool.

The other one that I always recommend is like the original book on positioning,

which is the book by recent trout positioning the battle for your mind.

Like, you know, I have my copy of it is like is like dog ear.

I've probably read that book a hundred times and I still see stuff

in that book that I didn't see before.

So I think if you really want to go deep on this positioning stuff,

my book is like the how to book.

Their book is like that.

What is it in the first place book?

And I think everybody that's interested in positioning should go read that.

Amazing. By the way, I have your first book somewhere behind me there.

I don't know where it is, but but it's there.

I got mine right here so I can do this.

There it is.

There's the new one.

There's the old one.

The YouTube, YouTube audience can see that trick that you've learned.

Second question.

What is a favorite recent movie or TV show that you really enjoyed?

Oh, man, I'm going to get in trouble for this.

But so, so.

You know, you know, Bong Joon-ho, this the guy that did the movie Parasite.

Yeah. So before Parasite, there was this book

called this this movie called Snowpiercer.

It's really old.

I think it came out.

I've seen that. That was the train.

Have you seen it?

So I love this movie so much.

So recently I went on a train trip with my dad and before I went to the train

trip, you know, we got talking about trains and then and then, you know,

we all had to go watch Snowpiercer again.

And like me and my daughter are watching Snowpiercer.

We're really into this movie.

And it's funny when it came out, I was working at a startup and the CEO

came and said, seen any good movies lately.

And I was like, oh, man, you got to see this movie, Snowpiercer.

And he went on a first date with a woman.

And he came back the next day and he was so mad.

He was like, not just kind of mad.

He was really mad at me.

It was like, that was the worst movie I've ever seen.

And I was like, dude, you should told me you were going on a date.

I didn't know.

Yeah, that is my experience with that movie.

It's I did not enjoy it.

But I think you have to go into it.

It's polarizing.

Like it's polarizing.

You either you either think it's amazing or you're like, that was terrible.

What did I just watch?

This explains your taste in movies.

We learned we learned a lot about the April movies, something else.

Did you see Parasite?

That was amazing.

That was amazing.

Very different and not not what I imagined.

I didn't realize it was the same person.

Oh, yeah.

Oh, all right.

OK, cool.

That's two movies for people to watch.

I'm curious how people be warned.

Don't go on a date with this.

Oh, man.

You still think about that movie sometimes.

Next question.

What is a favorite interview question you like to ask people that you're interviewing?

Usually this is for like when you're hiring.

So whatever this thing, this comes up for you.

Yeah.

So, you know, back when I was running teams internally, like back in my VP

marketing days, I felt like a lot of marketing folks came with with a certain

amount of bad habits, particularly startup marketing folks would be, you know,

they it's a bit of the Wild West in marketing.

And so sometimes they come in and you get into somebody new and they'd be really

smart, but they learn something at the previous company that you're like,

please never do that here is not going to work here.

And so I kind of developed the thing where I was just looking for attitude,

like, you know, were you enthusiastic?

Did you look, you know, are you super into what we're doing here?

And I can teach you pretty much anything.

The only thing I can't teach you is persuasive writing.

And I think that's a learnable skill.

Like I think people can learn how to do persuasive writing.

I just don't have time to teach it to you myself.

And so I used to give people a writing test.

So I'd say, look, like think, think of something you bought recently and write

me two paragraphs and just sell me on it.

And I used to love that test because people can either do it or they can't.

And there's just so much stuff we end up doing in product marketing and marketing

that involves a little bit of writing that it's just, it's kind of a foundational

skill. And if you, if you don't have that, like that was the one thing I couldn't

teach you.

Well, that is fascinating.

I've never heard of that as an interview question.

And I love it.

I feel like product managers.

I stole it from a company that made me do it before I got hired.

And I was like, this is a really smart thing.

I'm stealing this.

My thing was I got anxiety and I couldn't, I couldn't decide what product to

write about. And I had literally just bought a new pair of running shoes.

So I wrote two paragraphs about my, my new Brooks distance running shoes.

But it was good.

I got the job.

It was an excellent segue to our next question, which is, is there a

favorite product you've recently discovered that you really like right now?

I'm kind of into like, uh, I don't even know how to describe this category of

things, but things that are kind of low tech, but, but are awesome.

And so one of the category of things that I really love right now is I'm

really into fountain pens.

I don't know if you've ever written with a fountain pen.

I haven't, but I know what they are.

And so there's this company, Lamy, they're based in Germany and they make

the world's greatest fountain pens.

They're beautiful.

They're amazing.

Some of them are really expensive.

If you want to spend a lot of money on a pen, you can, but they have this one

called the all star, which is not an expensive pen.

It's 20, 30 bucks.

I mean, it may be expensive for a pen, but it's not so much money that you

wouldn't feel bad if you lost it.

And so let me all start.

That's my, that's my, that's my great product lately.

I don't have one right here.

I should have be great.

It'd be a great prop to pick it up, but I actually don't have my bag here

and it's in my bag, but let me all start.

You Google it.

These are beautiful pens.

And then if you haven't written with a fountain pen, it's, it takes a

minute to get used to it, but then it's like, gosh, it just feels great.

Like you'll never write with a ballpoint pen again.

I was going to ask, is it the feel of the writing that you really

enjoy about it?

Feel totally different.

Yeah.

Amazing.

I use Muji pens.

I don't know if you know these pens.

Oh yeah.

These are, these are actually really good.

They're like rollerball pens, rollerball pen, very good.

But, um, but not as good as the fountain pen.

The Muji pen is pretty good.

Yeah.

And then do you have to dip it in ink and stuff?

How does that work?

No, you actually, they, they either come with a little cartridge that you stick in

or if you do, you know, if you feel bad about the environment, you don't want

to be throwing out cartridges all the time.

There's a refillable cartridge.

So you basically just stick it into the thing and it sucks it up.

And yeah, you don't dip it in ink.

That would be crazy.

I can't take that on the airplane, man.

Confiscate your ink.

All right.

Uh, questions get a little more challenging potentially or really easy.

Do you have a favorite life motto that you like to repeat yourself?

You like to share with people they find useful to come back to my thing lately is

like, like, and maybe this is just like an old, old person thing, but my thing

lately is like, nothing's a big deal.

Nothing's a big deal.

Nothing's a big deal.

And so you'll have stuff like that you think is a really, is a really big deal

positive or negative.

And you'll be like, wow, if this thing happened to be so great and then it

happens and you're like, yeah, it's pretty great.

But, you know, things are good otherwise, or it'll be the opposite.

Like, oh, if this thing happened to be so bad, then it happens and you're like,

that wasn't that bad.

And so I don't know if this is good or bad, but lately I'm in this zone of like, I'm

in this kind of chill zone where I'm like, nothing's a big deal.

Everything's cool.

That super resonates.

And as much as you say that's yourself, it's still hard to convince yourself of

that sometimes, right?

But that is a really good motto.

I'm going to steal that myself.

I kind of say that to myself often in a different way.

Yeah.

What is the most valuable lesson your mom or your dad taught you?

Yeah, you know, it's funny because it's a little bit related to that.

So my dad ran a business.

So I grew up in a really small town and my dad and his cottage country in Canada.

And so my dad ran the local like toys for tourists, like boats and motorcycles and

ATVs and that sort of thing.

And he ran that business for years and years.

He sold it a few years back when he retired.

But, you know, it's a neat thing to grow up in an entrepreneurial family because

you kind of see this highs and lows, you know, like the business is really good

and the business was really bad.

And, you know, we were all broke and then the business was good and we were not

broke, you know, so there was this thing.

And my dad used to always kind of have this attitude of like, you just got to

grind it out, like you're just going to grind it out.

There's going to be good stuff.

There's going to be bad stuff.

But the key is to just keep going, like just keep going.

And so he ran that business for whatever, said 30, 40 years.

I don't know.

His motto is the home of funds at 71.

So he started at 71.

I think he sold it three, four years ago.

So a long time.

And, you know, it all worked out good in the end.

And so I don't know.

I think there's something cool about growing up in a family where you can

see the sort of highs and lows and then again, be sort of like everything's

like, you know, we're just grinding it out over here.

Like, nothing's a big deal.

It's clear where all that comes from now.

Yeah.

Final question.

You do a lot of traveling, you do a lot of speaking, you go to a bunch of cities.

I'm curious just what is your favorite, either city that you go to that maybe

people may not know about or venue that you speak at?

You know, it's such a cliche, but, but I love Paris.

Like I just love it.

But for me, for me, Paris is like, is like a, is like a particular vibe.

So when I was in university, I did an exchange when I was in engineering

and I did third year engineering at a school just outside of Paris.

And so I spent the whole year there, learned a bit of French.

My French was pretty good at the end.

My French is really bad now.

But what I, so, so I kind of get Paris.

I like Paris.

And so when I go to Paris, I just have the best time.

Like, you know, I have my set of restaurants I want to go to.

I have my handful of places I want to go shopping.

I like, you know, put my butt down in a cafe, look at the beautiful people,

drink my nice coffee.

Like I just, I just really dig the whole vibe of Paris.

So, you know, and people are starting to know that now.

So like French companies will call me and they'll say, do we get to Paris discount?

Because we hear you live, they're coming here.

And I want, and I go, okay.

Now they're going to, now there's a great product, there's a great

product management conference there called La Product Conference run by these folks

at Tiga, shout out to Tiga.

So I've been there a number of times for their conferences and they do an

amazing job and the venue is really great.

It changes around.

But last year, the last time I went there, which was two years ago, it was at

an old theater in Pigalle, absolutely beautiful.

And yeah, that was, that was a pretty great venue in a great city with a great

conference.

So yeah, shout out to French people.

Oh man, that sounds dreamy.

Paris, I see how that could be a favorite.

April, we, I think we accomplished everything we were hoping to accomplish.

I think everyone that has listened to this podcast is going to be better at

pitching and selling.

It feels like even if they take one element of this framework, say starting

with an insight or focusing on differentiated value will make them better.

And so I am proud of us.

Thank you so much for doing this.

Two final questions.

Where can folks find your line if they want to reach out?

And how can listeners be useful to you?

Yeah.

So where can people find me?

I'm aprildunford.com.

You know, the only social media I'm doing these days is LinkedIn.

I'm a bit social mediaed out, you know, I'm experimenting a little on threads

and Instagram, but LinkedIn is a good place to find me if you just want low

lift way to follow my stuff.

But I'm doing all the things now, Lenny.

I got a podcast called positioning with April Dunford.

I got a newsletter that's also called positioning.

You can find that if you go to it's on sub stacks, you can find it there.

Otherwise, aprildunford.com slash books and you can sign up there.

But those are kind of the big things.

And then there's the books, obviously, like if you want to learn more about this

stuff, everything I know is in the book.

Like there isn't stuff that I know that isn't in the book, to be honest.

Amazing.

And then how can listeners be useful to you?

Just check out those things.

I mean, I guess so.

Like, you know what, like I'm in this phase, you know, I think, again,

I think it's an old age thing.

Like, I mean, I'm in this kind of philosophical phase where I'm trying

to, I'm not going to be doing this forever.

And what I'm trying to do right now is get everything that's useful out of

my head and out in the world before I'm done.

And so right now I'm very focused on delivering useful things for other people.

Like, like I didn't think I needed to write a book about sales pitches,

but then I got the idea in my head, like everybody's sales pitch is so bad.

And there isn't a book on how to build a sales pitch.

And I'm not saying mine's the world's greatest thing, but it's better than

nothing.

So this is what I'm trying to do right now.

I'm trying to be useful to other people because, you know, pretty soon I'm not

going to be doing anything.

I think is the idea.

So, yeah.

Aaron Schwarzenegger's new book is called Be Useful.

And I feel like that's the perfect description of how to be successful.

And especially in the work that we do have just helping people.

But I always, I keep coming back to that and just be useful.

I mean, I think there's a really important thing.

Like when I wrote the first book, people started writing back to me and saying,

oh, you know, your book was so great.

And my reflex action was to say, oh, I'm glad you enjoyed it.

But then I kind of stopped myself and I was like, you know what?

I don't actually care if you enjoyed it.

Like this isn't, this isn't entertainment.

I'm actually trying to create something that's useful.

So what I really want is for people to read this stuff and come back and say,

you know, that was useful.

We were struggling with this thing and that kind of unlocked something for me.

And that was useful.

And that's what I'm trying to do right now.

April, thank you so much for being here.

This was amazing.

Thanks so much.

It's always good to be here.

Always good to have you here.

And we might do a V3 when you do a third book, if you ever achieve.

Not happening.

All right.

Well, bye everyone.

Thank you so much for listening.

If you found this valuable, you can subscribe to the show on Apple podcasts,

Spotify or your favorite podcast app.

Also, please consider giving us a rating or leaving a review, as that really helps

other listeners find the podcast.

You can find all past episodes or learn more about the show at Lenny's podcast.com.

See you in the next episode.

Machine-generated transcript that may contain inaccuracies.

April Dunford is a speaker, mentor, podcaster, best-selling author, and beloved returning guest to the show. Last year, she joined me on the pod to discuss product positioning and differentiated value. Today, April offers invaluable insights from her latest book, Sales Pitch: How to Craft a Story to Stand Out and Win. We go deep on the art of effective pitching and selling, and April shares the specific framework she’s used to successfully pitch products at companies like Google, IBM, Postman, and Epic Games. Together we discuss:

• Tactical advice on pitch creation and testing

• Real-life examples of companies transforming their narratives into successful sales strategies

• How to combat customer inaction

• How to become your prospect’s guide in their buying journey

• The importance of differentiated value

• Marketing’s role in the process

• Why you should avoid FOMO as a sales strategy

• Tips for handling objections

Brought to you by Composer—the AI-powered trading platform | Eppo—Run reliable, impactful experiments | LinkedIn Ads—Reach professionals and drive results for your business

Find the transcript for this episode and all past episodes at: https://www.lennyspodcast.com/episodes/. Today’s transcript will be live by 8 a.m. PT.

Where to find April Dunford:

• Website: https://www.aprildunford.com/

• LinkedIn: https://www.linkedin.com/in/aprildunford/

• Newsletter: https://aprildunford.substack.com/

Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

In this episode, we cover:

(00:00) April’s background

(03:46) Fixing poor positioning with storytelling at Help Scout

(12:22) Pitch components: setup and differentiated value

(14:13) Wrapping up the sales pitch

(15:56) Handling objections effectively

(19:13) Understanding buyer’s mindset and market perception

(25:46) Avoiding FOMO as a sales strategy

(29:28) Lenny’s stressful experience buying community forum software for Airbnb

(31:04) Empowering champions within client businesses

(34:36) Who this framework is useful for

(36:38) Advice on working cross-functionally

(38:59) Differentiated value defined with examples

(44:16) Selling with calm confidence

(46:19) Qualifying leads

(48:31) April’s thoughts on category creation

(53:05) Geoffrey Moore’s “bowling pin strategy”

(55:21) Conclusion of the setup phase: sharing the perfect world

(57:11) The follow-through: differentiated value with proof and objection refutation

(1:00:21) Why sales pitches fail

(1:01:30) Best practices for pitch testing

(1:05:32) General timeline for positioning and pitch creation

(1:06:50) Marketing’s role in the process

(1:08:38) The impact of developing a killer sales pitch

(1:10:39) Andy Raskin’s positioning framework

(1:15:50) Lightning round

Referenced:

•April Dunford on product positioning, segmentation, and optimizing your sales process: https://www.lennyspodcast.com/april-dunford-on-product-positioning-segmentation-and-optimizing-your-sales-process/

• A Quickstart Guide to Positioning: https://www.lennysnewsletter.com/p/positioning

Obviously Awesome: How to Nail Product Positioning So Customers Get It, Buy It, Love It: https://www.amazon.com/Obviously-Awesome-Product-Positioning-Customers/dp/1999023005

Sales Pitch: How to Craft a Story to Stand Out and Win: https://www.amazon.com/Sales-Pitch-Craft-Story-Stand-ebook/dp/B0CHY6BNDN

• Help Scout: https://www.helpscout.com/

• Mastering Jobs Theory with Bob Moesta: https://www.positioning.show/mastering-jobs-theory-with-bob-moesta/

• The ultimate guide to JTBD | Bob Moesta (co-creator of the framework): https://www.lennyspodcast.com/the-ultimate-guide-to-jtbd-bob-moesta-co-creator-of-the-framework/

• Salesforce: https://www.salesforce.com/

• Salesforce Completes Acquisition of Sales-Enablement Company LevelJump: https://www.salesforce.com/news/stories/leveljump-and-salesforce/

• How to become a category pirate | Christopher Lochhead (author of Play Bigger, Niche Down, Category Pirates, more): https://www.lennyspodcast.com/how-to-become-a-category-pirate-christopher-lochhead-author-of-play-bigger-niche-down-category/

• Siebel: https://docs.oracle.com/en/applications/siebel/index.html

• Qualtrics: https://www.qualtrics.com/

• Bowling Pin in Product Development: https://www.linkedin.com/pulse/bowling-pin-product-development-ashok-das/

Inside the Tornado: Strategies for Developing, Leveraging, and Surviving Hypergrowth Markets: https://www.amazon.com/Inside-Tornado-Strategies-Developing-Hypergrowth/dp/B000AAN4VM

• The power of strategic narrative | Andy Raskin: https://www.lennyspodcast.com/the-power-of-strategic-narrative-andy-raskin/

• La Product Conf: https://www.laproductconf.com/

• Thiga: https://www.thiga.co/

The JOLT Effect: How High Performers Overcome Customer Indecision: https://www.amazon.com/JOLT-Effect-Performers-Overcome-Indecision/dp/0593538102

The Challenger Sale: Taking Control of the Customer Conversation: https://www.amazon.com/Challenger-Sale-Control-Customer-Conversation/dp/1591844355

The Challenger Customer: Selling to the Hidden Influencer Who Can Multiply Your Results: https://www.amazon.com/Challenger-Customer-Selling-Influencer-Multiply/dp/1591848156

Positioning: The Battle for Your Mind: https://www.amazon.com/Positioning-Battle-Your-Mind-Anniversary/dp/0071359168

Parasite on Amazon Prime: https://www.amazon.com/Parasite-English-Subtitled-Kang-Song/dp/B07YM14FRG

Snowpiercer on Netflix: https://www.netflix.com/title/70270364

• Lamy AL-star fountain pen: https://www.amazon.com/Lamy-Al-Star-Fountain-Graphite-L26F/dp/B000R309UQ

• Muji gel pens: https://www.amazon.com/Muji-Point-Black-0-38mm-Japan/dp/B01N8QNC59

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

Lenny may be an investor in the companies discussed.



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