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1596: Every time I do this, I make more money (even though it's SIMPLE and BORING!)
As Q4 kicks into high gear, the pressure is on to launch new products, create flashy promos, and find new customers to finish the year strong. But what if your biggest opportunities aren't in what’s new, but in what’s old? In this Solo Sunday episode, Brian shares his all-time favorite, most effective, and deceptively simple strategy for generating massive momentum: the reactivation campaign. Forget overcomplicating things. Brian breaks down why reaching out to past prospects—even the ones who g
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1596
Oct. 18, 2026
1596: Every time I do this, I make more money (even though it's SIMPLE and BORING!)
As Q4 kicks into high gear, the pressure is on to launch new products, create flashy promos, and find new customers to finish the year strong. But what if your biggest opportunities aren't in what’s new, but in what’s old? In this Solo Sunday episode, Brian shares his all-time favorite, most effective, and deceptively simple strategy for generating massive momentum: the reactivation campaign. Forget overcomplicating things. Brian breaks down why reaching out to past prospects—even the ones who g
1595
Oct. 16, 2026
1595: How do you get through LEAN SEASONS in business? (COLLAB EPISODE)
In this special Collab Week episode of Wantrepreneur to Entrepreneur, eight founders come together to answer one deeply honest question: Take us back to a lean season in your business. How did you get through it, and how do you prepare differently now? Some are in a lean season right now. Some are still learning from their first one. Others have watched their busy seasons and slow seasons flip on them. It’s a wide-ranging episode about relationships, pipelines, cash, self-care, and why the best
1594
Oct. 15, 2026
1594: From Military Satellites to Finding Your Keys: The Pebblebee Origin Story w/ Daniel Daoura
Ever frantically searched for your keys, wallet, or even your luggage at the airport? Daniel Daoura, the founder and CEO of Pebblebee, transformed that universal feeling of anxiety into a global tech company. Drawing on over a decade of experience developing tracking systems for military assets at Boeing, Daniel applied his deep expertise to solve an everyday problem. This episode is a masterclass in turning specialized knowledge into a consumer-focused brand, navigating the complexities of hard
1593
Oct. 14, 2026
1593: The "Ready, Fire, Aim" Secret to Starting Your Business Today w/ Micah Alexander
In this episode, Brian sits down with Micah Alexander, the 22-year-old co-founder of Junior Innovators, a company revolutionizing entrepreneurship education in K-12 schools. Micah shares his powerful journey from launching teenage businesses like snow shoveling and t-shirt companies to building a national education venture that teaches students to do business, not just study it. This episode is a masterclass in the "ready, fire, aim" philosophy, emphasizing that the best way to learn entrepreneu
1592
Oct. 13, 2026
1592: Your Financial Data Might Be Lying to You... Here’s How AI Finds the Truth w/ Matt Justice
In this episode, Brian sits down with Matt Justice, a career finance expert turned AI founder who is revolutionizing how SaaS companies interact with their own numbers. Matt shares his journey from feeling the intense frustration of data wrangling in corporate finance to founding SMPL.ai, a platform that gives teams their time back and empowers them with true financial intelligence. This isn't just a talk about spreadsheets and compliance; it's a masterclass in shifting your mindset to see finan
1591
Oct. 12, 2026
1591: The Death of the Service Industry? How AI is Creating a New Breed of Consultants w/ Raman Julka
What if you could condense weeks of expert-level analysis into just a few minutes? Former McKinsey Partner Raman Julka is doing exactly that. In this episode, he breaks down his journey from advising global corporations to building two AI-native companies, ValueChaser.ai and Chance-Me.ai, with a radically lean team. This conversation is a masterclass in how AI is shattering the traditional barriers to entry in business. You’ll learn why your human judgment, not coding skills, is your most valuab
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Oct. 18, 2026
Rory Sutherland on Marketing Psychology: Why the Smallest Changes Create the Biggest Business Wins
What if the biggest opportunity to grow your business isn't improving your product, lowering your prices, or spending more on advertising—but changing how customers perceive what you already offer? That's the provocative idea behind advertising leg…
Oct. 17, 2026
Luca Ferrari’s Bending Spoons Playbook: How to Build a High-Performance Company With Less
What if the secret to building an extraordinary business wasn't hiring more people, adding more processes, or chasing the next revolutionary idea? What if it was doing the opposite? That's the unconventional philosophy behind Bending Spoons, the t…
Oct. 15, 2026
Annie Lamont’s Biggest Investing Lesson After 40 Years: Bet on the Founder, Not Just the Idea
What does it take to recognize a great entrepreneur before the rest of the world catches on? Annie Lamont has spent more than four decades answering that question. As co-founder and managing partner of Oak HC/FT, Lamont has helped shape the health…