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The Wantrepreneur to Entrepreneur Podcast
Latest Episode

1348: HAPPY 2026! Kicking off the new year + your PASSION is your next PIVOT w/ special guest Ian Westermann

To kick off 2026, Brian is joined by his good friend and fellow entrepreneur, Ian Westermann of Essential Tennis, for a raw, unfiltered conversation about the real journey of a long-term creator. They pull back the curtain on...

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1348: HAPPY 2026! Kicking off the new year + your PASSION is your next PIVOT w/ special guest Ian Westermann
Jan. 1, 2026

1348: HAPPY 2026! Kicking off the new year + your PASSION is your next PIVOT w/ special guest Ian Westermann

To kick off 2026, Brian is joined by his good friend and fellow entrepreneur, Ian Westermann of Essential Tennis, for a raw, unfiltered conversation about the real journey of a long-term creator. They pull back the curtain on...
Listen to the Episode
1347: Why Meaningful Relationships Are Your #1 Growth Strategy w/ Justin Weinstein
Dec. 31, 2025

1347: Why Meaningful Relationships Are Your #1 Growth Strategy w/ Justin Weinstein

In a world full of transactional businesses, Justin Weinstein has built a law firm that thrives on deep, meaningful relationships. As the founding partner of Weinstein Legal Team, he’s scaled his practice across Florida by ma...
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1346: How to Go From a "Billion-Person Vision" to Your First 10 Happy Customers w/ Deniz Binay
Dec. 30, 2025

1346: How to Go From a "Billion-Person Vision" to Your First 10 Happy Customers w/ Deniz Binay

Tired of health apps that just throw data at you without helping you change? Deniz Binay, a former Google product manager who helped launch iconic products like Google Assistant and Gemini, is here to fix that. In this episod...
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1345: Why AI Has Created a “Super Cycle” You Can’t Afford to Miss w/ Keith Smith
Dec. 29, 2025

1345: Why AI Has Created a “Super Cycle” You Can’t Afford to Miss w/ Keith Smith

In this episode, Brian sits down with Keith Smith, a 7-time founder who is now tackling a $13 trillion problem with his AI-first platform, GoodStream. Keith shares his incredible journey from being a self-proclaimed "unemploy...
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1344: My ONE WORD for 2026
Dec. 28, 2025

1344: My ONE WORD for 2026

As we close out the year, it's time for one of the most anticipated Solo Sunday episodes: Brian's one word for 2026. For the eighth year in a row, Brian is ditching the long list of easily-forgotten New Year's resolutions for...
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1343: OPERATE Week: Enablement – Building Leaders, Culture, and Autonomy (free audiobook!)
Dec. 27, 2025

1343: OPERATE Week: Enablement – Building Leaders, Culture, and Autonomy (free audiobook!)

This is Operate Week – a special Christmas-week series on the Wantrepreneur to Entrepreneur Podcast celebrating the release of my second book, OPERATE: Escape the Finisher’s Trap and Build a Business That Runs Without You . F...
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Recent Blog Posts

Designing Trust: The Embedding Strategy That Changed Peter Williams’ Agency Forever
Jan. 1, 2026

Designing Trust: The Embedding Strategy That Changed Peter Williams’ …

From late nights self-teaching design tools to leading a global creative agency, Peter Williams has never waited for permission to grow. As the founder of Designerds and product innovator behind DRYE Fan™, Peter has built a career by turning f…

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Build What Only You Can: Nate Berkus on Authenticity, Imperfection, and the Business of Being Yourself
Dec. 31, 2025

Build What Only You Can: Nate Berkus on Authenticity, Imperfection, a…

In an era where personal brands are the new storefronts, few entrepreneurs have built a more enduring and authentic empire than Nate Berkus. The celebrated interior designer and founder of Nate Berkus Associates joined C-Suite to Main Street with J…

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How Ross Mackay Built Daring Foods into a Premium Brand Without Luck or Shortcuts
Dec. 28, 2025

How Ross Mackay Built Daring Foods into a Premium Brand Without Luck …

“There was no luck. Just clarity, consistency, and courage.” — Ross Mackay, Founder of Daring Foods In a wide-ranging and revealing interview on The 505 Podcast, serial entrepreneur Ross Mackay broke down exactly how he built …

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Reviews

Fabulous podcast

"If ever I need a pep talk and a quick pick me up I can count on Brian. He’s so personable and his energy is so catchy. He shares a wealth of information. Love this!"

KDBabs | March 12, 2022

Amazing podcast!

"This podcast is awesome!! I am just about to start my business, and this podcast has been giving me the motivation, inspiration, confidence, and tools to move ahead. Brian is fun and engaging and pre…"

laurjf | Dec. 23, 2021

No nonsense and straight to the point!

"Whenever I need a burst of motivation or clear direction on how to grow my business, Brian always delivers. I can’t decide on which weekly episode is my favorite... the fact that episodes are varied …"

jennis2021 | Feb. 24, 2021
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