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The Wantrepreneur to Entrepreneur Podcast
Latest Episode

1409: Solving a Broken System: The Origin Story of Heirloom, the “TurboTax for Probate” w/ Davis Wilkinson

Davis Wilkinson, co-founder of Heirloom, shares the deeply personal story of how watching his mother navigate the estate settlement process after his brother’s passing inspired him to leave big tech and build a solution. This...

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1409: Solving a Broken System: The Origin Story of Heirloom, the “TurboTax for Probate” w/ Davis Wilkinson
March 13, 2026

1409: Solving a Broken System: The Origin Story of Heirloom, the “TurboTax for Probate” w/ Davis Wilkinson

Davis Wilkinson, co-founder of Heirloom, shares the deeply personal story of how watching his mother navigate the estate settlement process after his brother’s passing inspired him to leave big tech and build a solution. This...
Listen to the Episode
1408: This NASDAQ CEO’s Secret to Staying Power in a World of Shiny Objects w/ Jolie Kahn
March 12, 2026

1408: This NASDAQ CEO’s Secret to Staying Power in a World of Shiny Objects w/ Jolie Kahn

In this powerhouse episode, we sit down with Jolie Kahn, the CEO of NASDAQ-listed AVAX One, who masterfully bridges the worlds of traditional finance, corporate law, and the cutting edge of cryptocurrency. Jolie shares the en...
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1407: Lead People, Manage Resources: The Simple Rule That Changes Everything w/ Abrahm DiMarco
March 11, 2026

1407: Lead People, Manage Resources: The Simple Rule That Changes Everything w/ Abrahm DiMarco

Ever feel like you weren't "born" to be a leader? This episode will change your mind. We sit down with Abrahm DiMarco, a West Point graduate and 20+ year Army veteran who has turned a lifetime of high-stakes leadership experi...
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1406: The AI Revolution Is Offline: Why Your Laptop Is More Powerful Than The Cloud w/ Josh Hipps
March 10, 2026

1406: The AI Revolution Is Offline: Why Your Laptop Is More Powerful Than The Cloud w/ Josh Hipps

In a world obsessed with cloud-based everything, Josh Hipps is pioneering a different path: the "sovereign AI" revolution. Josh, the founder and CEO of Neutron Tech, shares his incredible journey from the Air Force Academy an...
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1405: Quitting A 6-Figure Tech Job Looks Crazy On Paper, But Here’s Why He Did It w/ Isaiah Centifanto
March 9, 2026

1405: Quitting A 6-Figure Tech Job Looks Crazy On Paper, But Here’s Why He Did It w/ Isaiah Centifanto

Isaiah Centifanto is the ultimate example of an entrepreneur driven by curiosity and a desire to help others. He takes us on his incredible journey from a small town in Montana to the Air Force, to becoming a cloud architect ...
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1404: You get to choose...
March 8, 2026

1404: You get to choose...

Ever find yourself caught in a loop of "Is this even going to work?" It's a question every founder asks, from day one to year ten. In this Solo Sunday episode, Brian gets vulnerable and pulls back the curtain on the most impo...
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Recent Blog Posts

Emma Grede on Unapologetic Ambition, Risk, and Building What Women Actually Want
March 15, 2026

Emma Grede on Unapologetic Ambition, Risk, and Building What Women Ac…

In an interview on The goop Podcast with Gwyneth Paltrow, entrepreneur Emma Grede offered a rare, candid look into the mindset behind some of the most culturally dominant brands in modern fashion.Grede is the CEO and co-founder of Good American, c…

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How Alex Cooper Built a $100M+ Media Empire Beyond Call Her Daddy
March 14, 2026

How Alex Cooper Built a $100M+ Media Empire Beyond Call Her Daddy

When most people think about Alex Cooper, they think about Call Her Daddy — the wildly popular podcast that became one of the most recognizable brands in modern media.But what many people don’t see is the CEO behind the microphone.Be…

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The Privacy Game-Changer: Shikha Soneji on Making Digital Consent Understandable
March 13, 2026

The Privacy Game-Changer: Shikha Soneji on Making Digital Consent Und…

Shikha Soneji’s journey from academic researcher to AI innovator is a testament to resilience and vision. As the founder of ConsenTerra, she’s reshaping how we understand digital consent, bridging the gap between complex legal jargon and…

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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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