Topic

Mindset, Grit & Failure

282 episodes. 220 operators. Every line below is a verified passage from the transcript.

282Episodes

220Operators

24Verified quotes

24Questions answered

The episodes

Stop Being a Hobby Hustler: How Derrick Hayes Took Big Dave’s Cheesesteaks from a Gas Station to a Franchise

Generation AI: Why Coding, College Degrees and Slow CEOs Are on the Clock with Matt Britton

Turn Your Expertise Into Income: Mitch Matthews on Coaching, Speaking and the Authority Bridge

The AI Skills Gap: Why Entry-Level Jobs Are Disappearing with Ryan Lufkin

Building Wealth With Other People’s Money: Justin Brennan on Multifamily Real Estate

From Broke to Six Figures and Back: Jason Brown on Options Trading, Risk and Rebuilding Wealth

The Self-Made Millionaire: Why Struggle Was His Greatest Advantage

Building a $25M Business From the Attention Economy with Dan Novaes

Build Wealth the Boring Way: Passive Income, Trust and Better Leads With Dani Lynn Robison

The Mental Performance Framework for High-Pressure Decisions

Most Businesses Should Never Raise Venture Capital | Navin Goyal

The Legal Tax Moves That Help Rich People Get Richer | Mark J. Kohler

From Finance to Netflix: Chris Allen on Influence, Sales, and Startups

Founder Lessons From Scaling, Going Public, and Rebuilding | Rick Jordan

How to Build a Career That Can Survive Drastic Change | Jason Feifer

The Brutal Reason Most Entrepreneurs Never Scale: Busywork, Sales, and Weak Offers | Tanner Chidester

How Pay-to-Play Keeps Top Talent From Being Found | Brad Rothenberg

Questions answered on mindset, grit & failure

All 40 questions on this topic →

In their words

I was thinking small because I didn't have the confidence. I had confidence to build seven, eight nine figure brands. I never had the confidence or even the clarity to build a 10 figure brand.

Alexa D'Agostino · Alexa D'Agostino: Founder and CEO of THYNK Consultin (14:27)

Confidence creates confidence. It's amazing. You walk into a room with confidence. Especially when you're making a sale or something, they become confident in you.

Ryan Alford · Inside the Billionaire Mindset: Rudy Riekstins on Co (13:47)

The fear of failure is worse than the failure in so many instances in the book.

Scott Scovill · Tenacity Over Fear: How Scott Scovill Turned Doubt I (13:08)

It was the only thing that was forced is that I couldn't quit. But you can't quit. You have to stick it out.

Matt Szczur · Hard Work Works with Artist and World Series Champio (15:52)

It's having time management discipline, overcoming adversity, all these different things that employers are looking for because they bring tremendous value.

David Caldwell · Platform for Higher Understanding with David Caldwel (12:06)

I believe that failure or what you perceive as failure to be is opportunity disguised as deep disappointment.

Cristina Ferrare · First Class Women in Business (25:36)

I failed time in time again, countless amount of times. But through each failure, I learned and I grew and I adapted and I evolved. And I found that, you know, nothing was going to stop me unless I gave up, unless I chose to throw in the towel.

Christopher Sean · Christopher Sean - Actor, Writer, Influencer (9:32)

Mindset is the key to open up that prison cell. So you can just walk out, sit down at the table, hang out with the guards and eat the food out of your own damn prison.

Pace Morby · Pace Morby - Investor, Developer, Creative Finance W (19:11)

Confidence about past experience. Because you're drawing on what you did in the past, and though you can do it again. Courage is about future experience because you're doing something that you never did before.

Dre Baldwin · OG YouTube Influencer Dre Baldwin Dishes Assists on (35:39)

But these are the scars of an entrepreneur. And I think you have to have, I don't believe it in failure. I like the concept that fail. F-A-I-L stands for a faithful attempt in learning.

Ashley Parker Angel · Ashley Parker Angel and Bobby Klebanoff - Founders o (18:17)

When I reflect on that, it's discipline. And I am that person who will grind every day if I believe in something. Not for a long time, but I will form habits every day.

Dr. Navin Goyal · Discipline, AI & Business Growth: Lessons from Navin (2:42)

Our job as leaders, whether we're managers, directors, VPs or sea level, is to grow people, to grow their skills, to grow their confidence, to grow their connections. Very similar to being a parent.

Cameron Herold · The Greatest Leadership Lessons from the CEO Whisper (0:00)

What comes up again and again

Failure almost always hurts less than the version you imagine; the fear of failure is worse than the failure itself. (Tenacity Over Fear: How Scott Scovill Tu)
Expect several failed attempts before you're free — Mike quit his job, went broke and returned to work four separate times before entrepreneurship stuck. (From Zero to Hero: Lessons on Rejection,)
Scott Scovill was diagnosed by a therapist with fear of failure after flunking out of college; the therapist told him it would be easier for him to grab a hot stove and hang on than to actually try. (Tenacity Over Fear: How Scott Scovill Tu)
Matt's parents let him play and quit nothing — the only rule was that he couldn't quit once he started, which he credits for his ability to push through anything. (Hard Work Works with Artist and World Se)
The transferable skills from elite sports aren't physical - they're time management, discipline and overcoming adversity, and players need help reframing them for employers. (Platform for Higher Understanding with D)
Talk about the failures: Heidi says she has a bunch of failed businesses nobody hears about, and that fear of failing is what stops most people from trying. (Heidi Cortez - American Entrepreneur, Be)
Preparation removes fear. Jared says if he thinks he'll mess up on stage he shouldn't be up there, and the confidence comes from studying and rehearsing beforehand. (Ryan sits down with Jared Emerson)
Talk to the users who stay. Mode's pivot came from interviewing the one segment using its failed music app: lower-income people with time but not money. (Building a $25M Business From the Attent)
Consistency with evidence builds confidence, and you can't tweak inconsistency, so start with one small repeatable practice rather than five gym visits a week. (The Mental Performance Framework for Hig)
Stop waiting to be discovered. Feifer notes nobody at the New York Times was ever going to read his middle school play story in the Gardner News and call him up, so he quit and went to the big publications himself. (How to Build a Career That Can Survive D)

Questions this topic answers

All 282 episodes

Search within

Oct 9, 2026

How do you get over a fear of failure?

What does it take to come back from hitting rock bottom in business?

How did FightCamp survive its manufacturing failure crisis?

How do you get out of a victim mindset and take personal responsibility?

How do you rebuild your life and finances after hitting rock bottom?

How do entrepreneurs get over the fear of rejection and hearing no?

Is the fear of failing worse than actually failing?

How do you build work ethic in a younger generation used to convenience and AI?

All 282 episodes

Big Dave's Cheesesteaks: Gas Station to Franchise

Matt Britton on Generation AI, Coding and Slow CEOs

Mitch Matthews on Turning Expertise Into Income

The AI Skills Gap and the Death of Entry-Level Jobs

Justin Brennan on Multifamily and Other People's Money

Jason Brown on Options Trading, Risk and Rebuilding

Moses Heredia: Why Struggle Was His Biggest Advantage

Dan Novaes: Turning Phone Attention Into Income

Dani Lynn Robison on Boring Wealth and Better Leads

Evan Marks on Mental Performance Under Pressure

Why Most Businesses Should Never Raise Venture Capital

Legal Tax Moves That Help the Rich Get Richer

Mrs. Meyer's Founder Monica Nassif on Disrupting a Category

Chris Allen on Netflix Fame, Sales, and Startup Pivots

Rick Jordan on Going Public, Failing, and Rebuilding

Jason Feifer on Careers That Survive Drastic Change

Tanner Chidester on Sales, Offers and Why Founders Stall

Soccer's Pay-to-Play Problem and the Talent It Misses

Jeanne Sparrow on Fearless Authenticity and Persuasion

Rejection, Resilience and Momentum: From Zero to Hero

FightCamp's Khalil Zahar on Surviving the Valley of Death

Scott Clary on Using AI to Build Wealth Faster

AI, Aging, and the $2.5M Long-Term Care Problem

Anders Hansen: The Mental Blind Spot Costing You Money

Personal Branding in 2026: Credibility vs. Authority

Jamil Damji: No One Is Coming to Save You

The New Rules of AI and Business: Adapt or Get Left Behind

Rethinking Learning: Instructure's Ryan Lufkin on AI

Kaylor Betts: Stop Consuming, Start Winning

Mr. Biz on Cash Flow, Budgets and Scaling to $50M

The Universe Is Hiring: Purpose, Action and Self-Discovery

Mike Sancho: From Expelled to Passive Income Builder

Anik Singal on Surviving an FTC Investigation

Paul Ross on Why You Should Never Ask for the Order

Alex Morton on Building Wealth Young and Losing It All

Jen Gottlieb: Authenticity Is Authority

Scott Scovill on Turning Fear of Failure Into Tenacity

Brett Berish on Building Spirit Brands His Own Way

Derrick Hayes: Big Dave's Cheesesteaks Franchise Story

Mara Dorn on Confidence, Discipline, and One Shot