Articles
Which Version of Me for Dinner Tonight?
The Death of the Technical Co-Founder
We Do What Others Won't
Surprise, You're a Startup Again!
Where Were You When I Was Broke?
What if I'm the Best (but don't know it)?
The Right Time to Start is "Right Now"
Creating A Go To Market Strategy
A Simple Trick for Less Awkward, More Effective One-on-One Meetings
Types of Crowdfunding: Donation, Rewards, and Equity-Based
How To Create A Business Model Canvas
How Startup Funding Stages Work
Everything You Need to Know About Product-Market Fit
Sole Proprietorships: What You Need to Know
Revenue Model
Private Investors for Startups: Everything You Need to Know
Why Founders Can't Retire
The Most Expensive Equity Doesn't go to Investors
How to be Great at Worrying
Top 10 SaaS PPC Agencies (2026)
Equity Is the Most Expensive Currency Your Startup Has. Stop Treating It Like Bar Peanuts.
Can Startups Be a Team of One?
Why are We Really Building a Startup?
We Rarely "Control" Our Startups
The Problem With Never Being Done
What Should My Expectations Be?
What Actually Happens if I Run Out of Gas?
The Value of Side Quests
The Key to Success Is Mastering Failure
We Can't Predict the Future Anymore
We Wanted Efficiency. We Got Isolation.
Startups are the Future of Employment
The Founder "Hard Reset"
Where Does Our Optimism Come From?
When Popularity Destroys Productivity
Will Getting Bigger Make Us Better?
"Just Be Yourself" is Terrible Startup Advice
Embrace How Messed Up You Are
The Great Remote Workplace Reset
Can I Hire Someone to Run My Startup for Me?
How Founders Get "Fired by Promotion"
Burnout is a Treatable Injury
Stop Pretending You Don't Have Enough Time
Are We Aligned with Everyone Around Us?
Will the Payout be Worth the Sacrifice?
How Founders Blow Their Fortunes
When Should We STOP Asking for "More"?
Can Entrepreneurship Help Alleviate Poverty?
Should Employees Really be Our Friends?
Can Founders be Replaced by AI?
The Best Startup Fractional CMOs and Growth Leaders
The Best Growth Marketing Agencies: How to Choose Them and Who They Are
What if We Run Out of Goals?
Reinvention is Our Only Constant
We're So Connected — And Totally Lonely
The 10 Best Growth Agencies for Startups
My Roadmap to Becoming a Confident Leader
Is College a Waste of Time for Founders?
Are We Preventing Our Startup From Evolving?
Building a Startup That Loves You Back
When Our Friends Resent Our Success
When Our Startup Outgrows Us
When Being in the 1% Feels like Failure
We Need Outside Interests that Consume Us
If You're Not Terrified, You're Doing it Wrong
Why do Founders Suck at Asking for Help?
The Ideal Client Profile Is Your Startup’s North Star (Stop Ignoring It)
Are We Growing or Just Getting Fat?
Let's Get Back to Our Why
Does Startup Success Validate Us Personally?
How We Secretly Lose Control of Our Startups
Should Kids Follow in Our Founder Footsteps?
The Evolution of Entry Level Workers
Assume Everyone Will Leave in Year One
Stop Listening to Investors
Was Mortgaging My Life Worth it?
What's My Startup Worth in an Acquisition?
When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
The 5 Types of Startup Funding
What Is Startup Funding?
Do Founders Deserve Their Profit?
Michelle Glauser on Diversity and Inclusion
The Utter STUPIDITY of "Risking it All"
Committees Are Where Progress Goes to Die
More Money (Really Means) More Problems
Why Most Founders Don't Get Rich
Investors will be Obsolete
Why is a Founder so Hard to Replace?
We Can't Grow by Saying "No"
Do People Really Want Me to Succeed?
Is the Problem the Player or the Coach?
Will Investors Bail Me Out?
The Value of Actually Getting Paid
Wait a Minute before Giving Away Equity
You Only Think You Work Hard
SMALL is the New Big — Embracing Efficiency in the Age of AI
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
Never Share Your Net Worth
A Steady Hand in the Middle of the Storm

Pitching Hack: It’s Not What You Said, It’s How You Made Them Feel

TC
Tyler Crowley
Pitching Hack: It’s Not What You Said, It’s How You Made Them Feel

This guest post is by one of Clarity’s top experts when it comes to pitching your idea – whether it’s to investors, the press or potential customers he knows all the tricks of the trade to help close the deal. Tyler Crowley (@steepdecline), Founder at Skweal, whose extensive background includes:

  • Assisting over 500 startups and almost a 1,000 individuals with perfecting pitches through TechCrunch50 and the LAUNCH conference
  • Has been the “pitch doctor” for notable startups like Dropbox, Yammer, Mint, Fitbit, Powerset, Redbeacon, Space Monkey, Brilliant and Room 77

Let me start with a question… What was the last PowerPoint or pitch deck you saw? Can you recall what was on slide 5?

Let me ask you another question… Ever see the movie Top Gun? Of course you have. Now, recall for moment, in the movie, Maverick (Tom Cruise) and the tall sexy blonde flight school teacher get into an argument about her review of his flight performance.

Next we see her driving crazy in her classic convertible Porsche through the streets of San Diego just before the “Take My Breath Aaaawaaaaayyyyy…” scene. Now, how did Maverick get to her house? Think about it for a second. Did he take a cab?

Maybe a bus? The subway? His own car perhaps?

I’ve asked this to question to hundreds of people, and despite the fact that this movie was released more than 27 years ago (and nobody has likely seen it in the last 20 years) most people can still recall how Maverick got to her house. Why are we able to recall an insignificant 30-second detail from a 90-minute film from 27 years ago when we can’t remember slide 5 from a 15-minute pitch deck seen yesterday?

Breaking Down the Mindset of Pitching

The answer is very simple. Our brains are wired from birth for visual stories. I’d bet anything your parents read stories to you since before you could even talk. But, have you ever shown a child a power point? And why not? Because the analytical mind is very, very different from the child-like story mind we’re born with.

The secret to connecting with people is to get them to see, and more importantly feel, what you do. You want them to feel that same magical spark you felt when you realized your vision for “Uber for dogs.” Normally, when you’re pitching, you make some faulty assumptions.

  • You have everyone’s undivided attention
  • They will remember every point you make

The reality is everyone is itching to check Facebook, Twitter and email on their phone 30 seconds into your pitch. Odds are they won’t remember your name or 90% of what you put into your powerpoint.

They will however, remember how they felt, and for a very long time actually. So, how do we connect your product with feeling? While at the same time engaging the audience in a way that’s more interesting than checking Facebook? The secret is telling a visually emotional story. What does that entail exactly? Basically, there are two simple, essential ingredients in a good story:

  • a character for the audience to project onto
  • drama that this character is going to face and overcome

“This is Jacob, (show close-up shot of his face) and Jacob just found out he is getting fired after lunch…”

Now, ask yourself, are you interested in my pitch? Did I hook you in the first 10 seconds? Are you interested in what happens to Jacob? Of course you are, this is how the human brain works. This is every Hollywood film you’ve ever seen. This is a pitch which places the audience’s psychology above the presenters need to make a logical argument.

Seducing the Investors

Some of you reading this might realize that this is also the same approach that pick-up artists commonly use to seduce women.

Why is that? Because the mission is the same: to turn off the skeptical, analytical, critical mind, and tap directly into the emotional, child-like mind.

Once we’ve intro’d the character and the drama, we need to attach your product. “Jacob knows he needs to find a job before he gets home or his fiancée is going to call off the wedding. He’s tried all the conventional job engines and is scared shitless he won’t be finding a job before dinner tonight, but luckily Jacob recently heard about InstaGigs.”

Next, we’re going to use your product as the vehicle to carry the character from Dramaville to Happy Ending Land, paying careful attention to doing so from the perspective of the character which the audience has subconsciously projected themselves onto.

“So Jacob logs into InstaGigs, and the first thing he notices is… X”

Make sure that “X” is what the audience is likely to notice first.

“So Jacob simply selects his city, age, and salary….”

Driving Your Pitch Home

Next we want to drive the point of your product. Make a very conscious decision about what you want to focus on at this point. Is your product the fastest way to do ABC, the cheapest way, or maybe the easiest way? The most robust? Make a very clear decision what your benefit is, and then use this in the story.

“Jacob instantly sees a complete list of every job in his area in three clicks. But what Jacob really loves is that these jobs are not just listings but actual offers based on his job history and criteria.”

Make the product benefits driven by the character’s needs/wants.

“What Jacob really wants is Y, and now with one click he can do Y”

Next, we need to tie things back to resolve the drama at the beginning….

“So Jacob selects the job offer at ACME Corp, and he’s starting work on Monday. Now he doesn’t have to worry about his wife sleeping with the mailman.”

This step is very important to the audience which is emotionally invested in the outcome of Jacob’s drama, which they will remember for a long time, and in the process, also remember the solution that made it possible, InstaGigs!

Mistakes to Watch Out For

In telling a story, never use the words “I,” “You,” or “We.” There is only the character. Using I, You, or We will break the story mind state. Also never use the word “can” (ex. “Jacob can see….” or “Jacob can enter his name….”) Story happens in the past, therefore there is no CAN in the past tense. Everything is concrete. So use phrasing like “Jacob clicks the button and sees…” not “Jacob can enter his name and now Jacob can see…”

One other thing, the story mind doesn’t like data in the analytical sense, so make your data points visual as well. Instead of “385,000,000 mothers” use “1 out of 3 mothers.” Simplified ratios or examples are far more memorable.

Lastly, test, test, test, your stories on your friends and family and ask them what they remember! Make sure you also know for yourself which are the key points you really want them to remember 10 years from now.

Find this article helpful?

This is just a small sample! Register to unlock our in-depth courses, hundreds of video courses, and a library of playbooks and articles to grow your startup fast. Let us Let us show you!

OR
GoogleLinkedInFacebookX/Twitter

Submission confirms agreement to our Terms of Service and Privacy Policy.