Latest Episode
1603: Are You in the Weeds? How to Think Strategically + One Level Higher w/ Mark McSweeney
Mark McSweeney, a 30-year veteran of the association and nonprofit world, shares powerful insights on governance, strategy, and leadership that apply to any business. He reveals the universal patterns of success he's observed across countless organizations and breaks down why even the most unique businesses face similar challenges. This episode is a masterclass in strategic thinking, teaching you how to get out of the "weeds," facilitate better conversations, and ask the kind of questions that l
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1603
Oct. 26, 2026
1603: Are You in the Weeds? How to Think Strategically + One Level Higher w/ Mark McSweeney
Mark McSweeney, a 30-year veteran of the association and nonprofit world, shares powerful insights on governance, strategy, and leadership that apply to any business. He reveals the universal patterns of success he's observed across countless organizations and breaks down why even the most unique businesses face similar challenges. This episode is a masterclass in strategic thinking, teaching you how to get out of the "weeds," facilitate better conversations, and ask the kind of questions that l
1602
Oct. 25, 2026
1602: You'll get PUNISHED as the FINISHER... (AI took this episode over!)
Every entrepreneur loves the superhero story: the founder who swoops in at midnight to fix the crashed server, write the perfect sales copy, and hold the whole business together. But what if that superhero is actually trapped in a cage built from their own competence? In this special Solo Sunday, Brian is unplugged and spending time with his family, so two AI hosts take over the feed. Nobody on Brian’s team prompted or directed them. They chose to turn the microphone around and dissect Brian’s o
1601
Oct. 23, 2026
1601: Just when you think it FLOPPED, here's how it can work out... (COLLAB EPISODE!)
In this special Collab Week episode of Wantrepreneur to Entrepreneur, 8 founders come together to answer one deceptively powerful question: Think back to a flop or failure you’ve had in your business. How did it end up feeding something that worked? This episode covers ad campaigns that flopped, teams scaled too fast, AI projects that got ahead of the technology, a contractor who never delivered, an expo full of the wrong audience, a deal lost on the two-yard line, and a lot more. Together, th
1600
Oct. 22, 2026
1600: From Army Officer to AI Founder: A Masterclass in Mission-Driven Entrepreneurship w/ Nils Olsen
Nils Olsen, a former Airborne Infantry Officer, is rewriting the rules of defense technology with his AI-powered startup, Six Tango. In this episode, Nils shares his incredible journey from the front lines to founder, revealing how he took a problem he experienced firsthand in the military and turned it into a groundbreaking business. He unpacks the "Moneyball for the military" strategy, showing how data can uncover hidden opportunities in any industry. This episode is a must-listen for any entr
1599
Oct. 21, 2026
1599: The End of Copy-Paste: The Future of AI in Business w/ Curtis Boortz
Overwhelmed by a daily flood of 100+ emails, Curtis Boortz decided to solve his own problem by building a custom AI tool. That tool evolved into ForthWrite, an AI platform that drafts emails in your authentic voice, directly within your inbox. In this episode, Curtis shares his incredible journey from finance professional to solo tech founder, revealing how he transformed a personal pain point into a scalable SaaS business. This episode is a masterclass for any entrepreneur looking to leverage A
1598
Oct. 20, 2026
1598: Rewire Your Business: How to Stop Escalating and Start Executing w/ Rachel Honoway
Are you tired of feeling like your team is constantly distracted, solving the same problems over and over? In this powerful episode, former C-suite executive Rachel Honoway reveals how to break the cycle of "creative avoidance" and rewire your organization for true alignment and explosive growth. She shares why most leadership teams aren't nearly as aligned as they think and provides a simple exercise to expose the gaps immediately. For any wantrepreneur or entrepreneur who wants their team to m
Recent Blog Posts
Oct. 26, 2026
Beyond the Glass: Jack Defay's Strategy for Interactive Museum Experiences
From scanning ancient artifacts to creating immersive museum experiences, Jack Defay's journey is a masterclass in innovation and accessibility. As the founder of Museum Scan, Jack transforms static exhibits into interactive, multisensory adventures…
Oct. 25, 2026
Alexandr Wang on Building Meta’s Muse: 7 Lessons Every Entrepreneur Can Learn About AI, Leadership, and Growth
What happens when a founder who spent nine years building an AI company walks away from the business he considered his life's work to help Mark Zuckerberg reinvent Meta's future? For Alexandr Wang, the transition from Scale AI to Meta wasn't simply…
Oct. 24, 2026
Chris Do Explains Why Your Personal Brand Isn't Working (And How to Fix It)
What if the reason your personal brand isn't growing has nothing to do with your content strategy—and everything to do with how well you know yourself? Entrepreneurs spend countless hours optimizing LinkedIn profiles, scheduling social media posts,…