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Index/Leadership/Problem Solvers
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How to Make People Understand You

Problem Solvers · 2026-06-29 · 11 min

0:00--:--

Key moments - from our scoring

Substance score

29 / 100

Five dimensions, 20 points each

Insight Density8 / 20
Originality6 / 20
Guest Caliber3 / 20
Specificity & Evidence9 / 20
Conversational Craft3 / 20

Most entrepreneurs communicate in language that makes sense to them but confuses their audience - a gap that kills conversions and partnerships. Jason Pfeiffer identifies this problem through the example of a transformational coach whose vague pitch raised more questions than answers, then shares Myron Golden's framework for fixing it. The core insight: you're so close to your expertise that you forget what it's like not to know it. Pfeiffer demonstrates this with Olipop's evolution from "sparkling digestive tonic" to "a new kind of soda" - a shift that unlocked hundreds of millions in sales by speaking the customer's language, not the founder's. The solution involves four filters: measurable (specific, quantifiable outcomes), statable (fits in one short sentence), understandable (plain language, no jargon), and desirable (connects to something people already want). This applies everywhere - job seekers with acronym-laden resumes, founders pitching vision language instead of outcomes, and experts explaining process instead of results. B2B operators and founders will benefit from learning how to audit their own descriptions and close the knowledge gap between what they know and what their audience knows.

Key takeaways

  • →You fail to communicate clearly when you use language that makes sense to you but is opaque to your audience - the gap between your expertise and your listeners' knowledge.
  • →Run your current description through four filters: measurable (exact quantifiable outcomes), statable (fits one short sentence), understandable (plain language, no jargon), and desirable (connects to what people already want).
  • →Most people fail at least two of the four filters, which tells you exactly where to focus your communication improvements.
  • →Olipop's shift from 'sparkling digestive tonic' to 'a new kind of soda' shows how speaking your customer's language instead of your own language can unlock massive sales growth.
  • →To find communication gaps, pretend you've never heard of yourself or your company and listen to your own pitch - if you wouldn't understand it as a stranger, neither will your audience.

Guests

Myron Golden

Topics in this episode

Elevator pitchfunctional beveragesMyron GoldenOlipoptransformational coachsparkling digestive tonicLinkedIn headlinegut healthcommunication frameworkjargon

Questions this episode answers

Why do founders and experts often confuse their audience when explaining what they do?

They're so close to their own expertise and ideas that they forget what it's like not to know that information; they speak in language that feels clear to them but is opaque to strangers unfamiliar with their context or jargon.

What are the four qualities Myron Golden says your description of what you do must have?

It must be measurable (exact, quantifiable outcomes), statable (fits in one short sentence), understandable (plain language with no jargon), and desirable (connects to something people already want).

How did Olipop's rebrand from 'sparkling digestive tonic' to 'a new kind of soda' help sales?

By stopping the company from speaking their own language and instead speaking the customer's language - shifting from describing the product (what it is) to describing what it means to the buyer (a soda alternative they already understand).

How do you identify gaps between what you think you're communicating and what your audience actually understands?

Wipe your mind of what you already know and encounter your own words as if you've never seen them before - ask yourself if a stranger would understand what you're offering and whether they'd know if they needed it.

What should you audit to improve your communication clarity?

Look at your LinkedIn headline, website copy, elevator pitch, and any other way you answer 'what do you do?' - then evaluate each against the four filters to find which ones you're failing.

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

8 / 20

The episode is built almost entirely around one idea - the curse of knowledge - with a four-part framework bolted on. The Olipop packaging evolution adds some value, but for 11 minutes the signal-to-noise ratio is low, with significant filler and a newsletter plug eating runtime.

people can only decide whether or not they want to do business with you based on the fact that they hear what you say and then they think, I need that, or I don't need that
You are never sending information out there. You are always delivering information.

Originality

6 / 20

The curse-of-knowledge concept and 'speak the customer's language' advice are among the most well-worn ideas in marketing and communications; the four-part framework (measurable, statable, understandable, desirable) is a mild repackaging of existing ideas. The 'hate me or celebrate me' framing is the most memorable original moment but it's one line in a largely recycled take.

hate me or celebrate me, but whatever you do, don't just tolerate me because I'm confusing
They stopped describing what the product was and started describing what it meant to the person who was going to buy it

Guest Caliber

3 / 20

There is no live guest - this is a solo monologue. The only named practitioner, Myron Golden, is a sales coach referenced entirely second-hand and without credential depth; he does not appear, is not interviewed, and is not established as a scaled B2B operator.

a sales coach named Myron Golden, stopped her on that
I followed up with Myron Golden to ask what his suggestion is

Specificity & Evidence

9 / 20

The Olipop example is genuinely concrete - three named iterations of packaging language traced over time with a revenue claim attached - but the rest of the episode is largely abstract advice with no named companies, client outcomes, timelines, or verifiable data points.

sparkling digestive tonic
It does not say sparkling tonic You know what it says now It says a new kind of soda

Conversational Craft

3 / 20

This is a solo monologue with no actual interview, no live questions, no follow-ups, and no pushback on any claim; there is nothing to evaluate in terms of host craft beyond narrative structure, which is competent but not sophisticated.

So I followed up with Myron about this and I'll tell you more about what he said later
And hey, you matter. And that's our episode.

Conversation analysis

Computed from the transcript - who did the talking, and the words that came up most.

Most-used words

language9problem8number8coach7transformational6myron6sparkling6tonic6understand5four5olipop5digestive5soda5stopped4transform4answer4

Episode notes

You know what you do, but does anyone else? There's often a gap between what you offer and how you explain it. In this episode, Jason shares his framework for closing that gap, so your audience knows exactly what you're offering, and why you're the right choice. Learn more about your ad choices. Visit megaphone.fm/adchoices

Full transcript

11 min

Transcribed and scored by The B2B Podcast Index.

From Entrepreneur Media, this is Problem Solvers, a show that solves entrepreneurs' toughest problems. I'm Jason Pfeiffer, Editor-in-Chief of Entrepreneur Magazine, and each week I take a problem that you're probably dealing with and get tactical solutions from people who have been there and solved that. So let's get solving. Here's a problem so many founders face.

You tell people about yourself or your work or your company, and they just don't get it. Maybe they nod politely, but they don't follow up. Or they seem interested, but they never convert into customers, clients, or collaborators. Have you experienced that?

I definitely have. Here is probably what's happening. The language that you are using makes complete sense to you and almost no sense to anybody else. Today on Problem Solvers, I'm going to show you how to find the gaps in your own communication and how to make yourself very appealing to others.

But let's start by backing up and looking at someone who's doing it very wrong. But I bet you're going to recognize some of those mistakes in yourself. Okay, a few years ago, I was with a group of entrepreneurs and one woman introduced herself as a transformational coach. That was the language she used, transformational coach.

And another person in the group, a sales coach named Myron Golden, stopped her on that. And he said, what does that mean, transformational coach? And she said that she helps people transform their lives. And he said, transform them how?

And she gave an equally vague answer. So Myron just kept pressing. What do you do exactly? How exactly do you transform?

and every answer that she gave just raised more questions. Myron said she had a problem. And here's what he told her. He said, people can only decide whether or not they want to do business with you based on the fact that they hear what you say and then they think, I need that, or I don't need that.

And then he continued. He said, you want to be one of those two things. It's like, hate me or celebrate me, but whatever you do, don't just tolerate me because I'm confusing, which I thought was just really powerful. So I followed up with Myron about this and I'll tell you more about what he said later but let talk about first what going on there Like what happening with this transformational coach Here the thing I don think and I don think Myron thought that the transformational coach was being careless or lazy.

She knew exactly what she did and what value she provides to others, and that was precisely the problem. We are so close to our own ideas, our own work, our own expertise that we forget what it is like to not know this stuff. Our language feels clear and obvious to us, but it is often opaque to everyone else. In the case of the transformational coach, the word transformation surely means something really specific to her.

But I don't know, is anyone waking up in the morning thinking, huh, I need to be transformed? Probably not. And even so, what would it mean to be transformed, transformed into another person, into a frog, the whole thing is confusing. A version of this problem shows up everywhere.

It is the job seeker whose resume is full of titles and acronyms that mean nothing outside their previous company. It is the founder whose pitch is packed with vision language that excites them but confuses investors. It is the expert who explains what they do in terms of their process, not their outcome. In every case, the person communicating is not trying to be confusing.

They just can't see the gap between what they know and what their audience knows. So how do you find that gap? Here is the most useful thing that I do. Wipe your mind of what you already know and then look at everything you create as if you've never seen it before.

This sounds simple, but it is genuinely hard. It requires you to temporarily forget your expertise, your context, and your assumptions, and then encounter your own words as a stranger would. You got to ask yourself, if I knew absolutely nothing about this person or this product or this idea, would I understand what's being communicated? Would I know what it's for?

Would I know if I needed it? And if the answer is no, or even maybe, then you have a gap to close. So once you've identified the gap, you need a way to fill it. And this is where I followed up with Myron Golden to ask what his suggestion is And he has a great formula for this which he shared with me So here how you fill the gap It has four qualities These are four things that you should build in to when you explain what you do or what your company does Number one, it must be measurable.

It must contain an exact quantifiable thing. Not I help people transform their lives, but what specifically changes and by how much. measurable. Number two, it must be statable.

You should be able to fit it into a short sentence. If you can't say it quickly, you have not figured it out yet. Number three, it must be understandable. We're talking clear language, no jargon, no confusing.

If someone has to ask a follow-up question to understand the basics of what you're talking about, you have not gotten there. And number four, it must be desirable. It must contain something people already want. You are not creating desire from scratch here.

You are connecting what you do to something your audience already cares about. So let's revisit that. Number one, it must be measurable. Number two, it must be statable.

Number three, it must be understandable. Number four, it must be desirable. Run your current description, however you explain yourself or your company, through those four filters. Most people will find that they fail at least two of them.

And that is useful information. Now you know exactly where to focus. So let's take all this and then apply it to something that you've probably seen in the real world. So here is a vivid example of this principle in action, which you have seen on store shelves everywhere.

We're talking about Olipop. Olipop is one of the buzziest beverage brands today. But if you had seen their early packaging, you might not have understood what on earth they were selling. Because the first cans for Olipop described the product like this, sparkling digestive tonic.

Sparkling digestive tonic, what is that? You think, I don't know what that is. It must be for somebody else because I don't know what that means. Eventually, they revised it to just sparkling tonic, which is less clinical.

It doesn't have the word digestive in it, which, you know, I don't know, that doesn't sound very appealing to me if I want to buy something to drink. It's better, but it's still pretty vague. And now if you go to the store and you buy an Olipop it does not say sparkling digestive tonic It does not say sparkling tonic You know what it says now It says a new kind of soda A new kind of soda You look at that and you say oh I like soda I wonder what the new soda is. That sounds delicious.

Look at what happened across these three iterations. Olipop stopped speaking their own language, right? This is a company that had come from a world of thinking about gut health and functional beverages. This was language they knew.

Somebody over there knew what sparkling digestive tonic means, even though I didn't know. And they stopped speaking their language and they started speaking their customer's language. They stopped describing what the product was and started describing what it meant to the person who was going to buy it. Those words, a new kind of soda, unlocked hundreds of millions of dollars in sales.

This is a powerful skill. So here is your challenge. Look at how you currently describe yourself or your work. Look at your LinkedIn headline.

Look at your website. Look at just any way in which you answer the question, what do you do? Maybe even at a networking event. Now, wipe your mind.

Pretend you've never heard of yourself. You don't know what you're talking about. And now listen. Do you understand what any of the things are that you're saying?

You understand any of those words? The more you do this, I'm telling you, the more valuable a skill this will become. Think of it this way. You are never sending information out there.

You are always delivering information. That means that you must be aware of who's receiving your information and what's already inside of their heads. View everything from that perspective, because if they don't understand you, then nothing you said matters. And hey, you matter.

And that's our episode. Now let's keep the conversation going. I write a newsletter called One Thing Better, where each week I offer one new way to be successful and satisfied and build a career or company you love. You can find it at one thing better dot email.

That's a web address. Just plug it into a browser. One thing better dot email. And if you get one of those emails and reply, it goes straight to my inbox and I will get back to you.

Problem Solvers comes out every Monday morning. So make sure you're subscribed so you don't miss an episode. The show is produced by Emily Holmes and Money News Network. My name is Jason Pfeiffer.

See you next week.

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