Success Stories with Steve Cross

By Steve Cross

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Category: Entrepreneurship

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Episodes: 63

Description

Every entrepreneur has a story. The interesting ones come from people who actually did the work. Success Stories is where Steve Cross sits down with CEOs, founders, and operators who’ve actually done the work. These are honest conversations about building companies—what worked, what broke, and the real decisions behind growth. No hype. No guru energy. Just practical insight for leaders who want clarity and lessons they can apply. If you care about building better companies (& surviving the process) you’re in the right place. Want to be part of the conversation? Hit me up at stevecross.wtf.

Episode Date
A Boxing Loss Changed How He Defines Success | Kelvin Harrylall
Nov 03, 2026
Can Blockchain Help Prove What’s Real in the Age of AI? | Bayo Okusanya
Oct 30, 2026
He Lost $30K, Quit College, and Built an AI Voice Company | Pedro Vasconcelos
Oct 20, 2026
Before You Add AI, Fix This First
Oct 13, 2026
Every Good Success Story Is Full of Failure
Oct 06, 2026
Stop Making Cheap Shit That’s Built to Fail
Sep 29, 2026
Why Sarah Gallagher Trombley Walked Away From Big Tech
Sep 22, 2026
Stop Hiring for Skill. Start Hiring for Character.
Sep 15, 2026
He Spent 10 Years Building Something That Made $0
Sep 08, 2026
People-First Doesn’t Mean Putting Up With Bullshit
Sep 01, 2026
Brandon Bornancin Lost Millions Before Making $250M
Aug 25, 2026
Most Entrepreneurs Learn This Too Late
Aug 18, 2026
AI Can't Save a Bad Company.
Aug 11, 2026
Success Isn't Freedom. It's More Responsibility.
Aug 04, 2026
Legacy Means Nothing If You Screw It Up
Jul 28, 2026
What Nobody Tells You About Selling a Company
Jul 07, 2026
Failure Isn’t Killing You. Quitting Is.
Jun 30, 2026
The Real Cost of Keeping the Wrong People
Jun 23, 2026
Most Entrepreneurs Suck at Hiring.
Jun 16, 2026
You Have the Right Network. You Just Aren’t Using It.
Jun 09, 2026
If Your Kid Called You Out… What Would You Do?
Jun 02, 2026
What Rob Berk Saw That Everyone Else Missed
May 26, 2026
The Truth About “Stability” No One Admits
May 19, 2026
Ed Kalaher on Why Most Entrepreneurs Are Lying to Themselves
May 12, 2026
From Zero to CEO Without a Safety Net
May 05, 2026
Max Pennington Built CLEANR to Fix What Everyone Else Ignores
Apr 28, 2026
You Don’t Need Talent. You Need Discipline.
Apr 21, 2026
He Took the Risk Most People Run From
Apr 14, 2026
Marissa Sergi Didn’t Play It Safe (And That’s the Point)
Apr 07, 2026
Most Entrepreneurs Talk. The Smart Ones Listen.
Mar 31, 2026
The Truth About Building a Business With Your Spouse
Mar 24, 2026
Vikas Enti Is Rebuilding Housing From the Ground Up
Mar 17, 2026
Streaming Is a Mess. So He Fixed It.
Mar 10, 2026
What 30 Years in Manufacturing Actually Teaches You
Mar 03, 2026
Not All Revenue Is Good Revenue
Feb 24, 2026
Why He Quit Playing It Safe and Built Get Lit
Feb 17, 2026
How AI Is Rewriting the Internet
Feb 10, 2026
The Reluctant Entrepreneur’s Playbook
Feb 03, 2026
Your Business Isn’t Broken. Your Systems Are.
Jan 27, 2026
Jay Fortuna on Defying Limits & Reinventing Performance
Jan 20, 2026
Building a Travel Business From the Ground Up
Jan 13, 2026
How to Craft a Career You Actually Love
Jan 06, 2026
FordCom CEO Brian Ford on Leadership, Risk & Real Growth
Dec 30, 2025
The CEO Who Turned Hard Times Into Big Wins
Dec 16, 2025
Why Authentic Storytelling Is Every Entrepreneur’s Secret Weapon
Dec 09, 2025
How One Builder Rose From Laborer to Company Leader
Dec 02, 2025
Building a Sports Media Empire From Scratch
Dec 01, 2025
The Future of Startups, Innovation & Advanced Manufacturing
Nov 20, 2025
Building a Business That Survives Industry Shifts
Nov 18, 2025
The Power of Going Local to Scale National
Nov 13, 2025
How One Inventor Rebuilt the Construction Industry
Nov 11, 2025
Career Growth Secrets No One Talks About
Nov 06, 2025
What It Takes to Lead With Heart and Integrity
Oct 31, 2025
How an Early Innovator at HubSpot Built and Leads Databox
Oct 30, 2025
What No One Tells You About Leadership & Success
Oct 28, 2025
Fail Fast, Lead Boldly: Lessons on Growth & Leadership
Oct 23, 2025
How Tech, Grit, and Leadership Are Reshaping Healthcare
Oct 21, 2025
Lessons From a Fearless Entrepreneur
Oct 16, 2025
The Mindset Shift That Can Transform Your Career
Oct 15, 2025
Why Great Leaders Embrace Failure
Oct 09, 2025
Inside the AI Engine Powering the Future of Security & Defense
Oct 07, 2025
The Power of Letting Go: Leadership & Startup Secrets
Oct 02, 2025
How OhioX Is Transforming Ohio’s Tech Future
Oct 02, 2025