Andrew Ackerman has lived every side of the startup world. Founder, investor, accelerator director, teacher, and now author, he brings a rare full circle perspective on what it really takes to build and fund successful companies. He has founded two startups, invested in more than seventy early stage ventures, and led accelerators that gave him a front row seat to the moves and mistakes that make or break new founders.Andrew translates the chaos of entrepreneurship into lessons people can actually use. His new business novel, The Entrepreneur’s Odyssey, blends real world startup experience with the inspiration of a story driven journey. It has been described as The Lean Startup meets The Alchemist, a guide wrapped in narrative that both teaches and inspires.He brings candor, humor, and practicality to every conversation. Andrew shares why many founders misunderstand investors, why venture capital is not the fast lane people think it is, and why he believes VCs can be hypocrites when giving advice they did not follow themselves. He also dives into the discipline behind writing his book, the patterns he has seen across hundreds of founders, and the simple principles that separate progress from struggle.Listeners will walk away with real startup truths, investor insights, and clear takeaways they can apply to their own ventures and creative work.
All content for Born or Made is the property of Larry Dix and is served directly from their servers
with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Andrew Ackerman has lived every side of the startup world. Founder, investor, accelerator director, teacher, and now author, he brings a rare full circle perspective on what it really takes to build and fund successful companies. He has founded two startups, invested in more than seventy early stage ventures, and led accelerators that gave him a front row seat to the moves and mistakes that make or break new founders.Andrew translates the chaos of entrepreneurship into lessons people can actually use. His new business novel, The Entrepreneur’s Odyssey, blends real world startup experience with the inspiration of a story driven journey. It has been described as The Lean Startup meets The Alchemist, a guide wrapped in narrative that both teaches and inspires.He brings candor, humor, and practicality to every conversation. Andrew shares why many founders misunderstand investors, why venture capital is not the fast lane people think it is, and why he believes VCs can be hypocrites when giving advice they did not follow themselves. He also dives into the discipline behind writing his book, the patterns he has seen across hundreds of founders, and the simple principles that separate progress from struggle.Listeners will walk away with real startup truths, investor insights, and clear takeaways they can apply to their own ventures and creative work.
Ep. 65 - From Tech Support to Seven Figures: Drewbie Wilson on Grit, Growth & Calling the Damn Leads
Born or Made
44 minutes
3 months ago
Ep. 65 - From Tech Support to Seven Figures: Drewbie Wilson on Grit, Growth & Calling the Damn Leads
Sales leader, entrepreneur, and brand powerhouse Drewbie Wilson—a man who went from weighing over 300 pounds and working tech support to building a multi-million dollar consulting brand fueled by service, consistency, and bold execution.Now the founder of CallTheDamnLeads.com, Drewbie is known for his no-excuses mindset, trademark energy, and relentless dedication to helping entrepreneurs crush the day before it crushes them. Whether he's creating viral memes that drive engagement or teaching bulletproof follow-up systems that convert cold leads into loyal clients, Drewbie’s built a community and movement that’s reshaping modern sales.In this episode, he shares:How he lost 100+ pounds and took back control of his lifeThe philosophy behind “Call The Damn Leads” and why it’s more than just a catchphraseHow memes, mindset, and massive action can scale a business to 7 figuresWhy confidence + empathy are the ultimate business superpowersFrom the sales floor to the stage, Drewbie leads by example—proving that discipline, authenticity, and follow-through are the true keys to long-term success.
Born or Made
Andrew Ackerman has lived every side of the startup world. Founder, investor, accelerator director, teacher, and now author, he brings a rare full circle perspective on what it really takes to build and fund successful companies. He has founded two startups, invested in more than seventy early stage ventures, and led accelerators that gave him a front row seat to the moves and mistakes that make or break new founders.Andrew translates the chaos of entrepreneurship into lessons people can actually use. His new business novel, The Entrepreneur’s Odyssey, blends real world startup experience with the inspiration of a story driven journey. It has been described as The Lean Startup meets The Alchemist, a guide wrapped in narrative that both teaches and inspires.He brings candor, humor, and practicality to every conversation. Andrew shares why many founders misunderstand investors, why venture capital is not the fast lane people think it is, and why he believes VCs can be hypocrites when giving advice they did not follow themselves. He also dives into the discipline behind writing his book, the patterns he has seen across hundreds of founders, and the simple principles that separate progress from struggle.Listeners will walk away with real startup truths, investor insights, and clear takeaways they can apply to their own ventures and creative work.
