Latest Episode
1609: Stop Boring Marketing: How Gamification Turned 300 Executives Into Kids w/ Alejandro Guzman
In a world saturated with forgettable digital ads, how do you create a brand experience that people talk about for weeks? Alejandro Guzman of Azul Marketing reveals how he combines behavioral economics, world-class creativity, and the power of gamification to craft truly memorable moments for brands like Coca-Cola. This episode is a masterclass in thinking differently, showing how your unique curiosities—from video games to psychology—can become your greatest business assets. Tune in to learn ho
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1609
Nov. 2, 2026
1609: Stop Boring Marketing: How Gamification Turned 300 Executives Into Kids w/ Alejandro Guzman
In a world saturated with forgettable digital ads, how do you create a brand experience that people talk about for weeks? Alejandro Guzman of Azul Marketing reveals how he combines behavioral economics, world-class creativity, and the power of gamification to craft truly memorable moments for brands like Coca-Cola. This episode is a masterclass in thinking differently, showing how your unique curiosities—from video games to psychology—can become your greatest business assets. Tune in to learn ho
1608
Nov. 1, 2026
1608: Do NOT take this person for granted!
As November kicks off and we enter the month of giving thanks, who’s the one person you’ve been forgetting to thank? Your entrepreneurial journey will be filled with people: friends and family, clients, partners, and even a few internet trolls. But only one person will be there for every up, every down, every moment of self-doubt, and every crazy idea. In this Solo Sunday episode, Brian turns a viral social media post into a powerful reminder that you are that person. Drawing on his conversation
1607
Oct. 30, 2026
1607: How have you put your entrepreneurial GHOSTS to rest!? (COLLAB EPISODE!)
In this special Collab Week episode of Wantrepreneur to Entrepreneur, 10 founders come together to answer one deeply personal question: Tell us about a decision or mistake that haunted you, and how you finally put that ghost to rest. The ghosts in this episode include a strategy deck that walked out the door, funding turned down at the finish line, a six-figure funnel kept running out of attachment, and friendships that made hard calls even harder. It’s a wide-ranging, refreshingly honest episo
1606
Oct. 29, 2026
1606: This Educator-Turned-Founder is Saving Critical Thinking w/ Jordan Wolff
In a world grappling with the rise of AI, how do we protect the invaluable human skills of critical thinking, creativity, and authenticity? Jordan Wolff, a former educator turned founder, is tackling this challenge head-on. In this episode, Jordan shares his journey from the classroom to launching Typed by Hand, an EdTech company designed to champion authentic student work, not police it. This isn't just a conversation about education; it's a masterclass in building a purpose-driven, bootstrappe
1605
Oct. 28, 2026
1605: From Art Director to Tech CEO: The Power of Solving Your Own Problem w/ Rayne Chapman
Rayne Chapman, a creative director turned tech founder, joins the show to share how she transformed a personal frustration—the lack of a good way to save online inspiration—into a thriving business called Neat. This episode is a masterclass in building a product with deep intentionality, driven by genuine user needs rather than just adding features for the sake of it. For any entrepreneur or wantrepreneur, this conversation is packed with insights on how to leverage your unique background, use c
1604
Oct. 27, 2026
1604: This AI Assistant Knows Your Team Better Than You Do w/ Masumi Nakamura
In a world buzzing with AI advancements, Masumi Nakamura is focused on the one thing technology often overlooks: the people. After 25 years as a top engineering leader at giants like Cisco and PayPal, Masumi realized the biggest challenges weren't in the code, but in the complex human dynamics of a team. In this episode, he introduces askMyu, his private AI assistant designed to navigate the "people side" of work. This isn't about replacing jobs; it's about enhancing our most human skills. For a
Recent Blog Posts
Nov. 2, 2026
From $200K Setback to Startup Breakthrough: How Rob Bright Turned Failure Into Purpose
When two family members lost thousands of dollars to fraud, Rob Bright turned frustration into a mission to protect others. But his entrepreneurial journey was anything but straightforward. After trademark troubles and rising costs derailed his orig…
Nov. 1, 2026
Rich Roll’s Crash Course in Entrepreneurship: Why Integrity Beats Chasing the Algorithm
Most entrepreneurs start with a business idea. Rich Roll started with a microphone, a curiosity about people, and absolutely no intention of building a company. In 2012, Roll was living with his wife on an organic farm on the north shore of Kauai, …
Oct. 31, 2026
Seth Godin’s Business Strategy Advice: Why Playing the Long Game Wins
What if the reason your business isn't growing has nothing to do with how hard you're working? Entrepreneurs are conditioned to believe that success is a matter of execution. Wake up earlier. Work longer. Launch faster. Post more content. Follow th…