In this episode, Ross Drakes sits down with Igor Vainshtein, a serial entrepreneur who has started over 20 businesses, failed at most, had an exit, written books, and created a board game. From losing 12 properties in three months at the age of 23 to building a golf simulator empire that was sold to the company that had called him a decade earlier, asking, “Why do you have our name? Who the hell are you?” Igor shares the raw reality of entrepreneurship. This story is about getting punched in the face daily and coming back for more, bootstrapping versus capital raising, and why focusing on the problem you’re solving matters more than chasing unicorn valuations.
Key Takeaways:
- Focus on building revenue, not raising money – Sustainable businesses solve real problems that people pay for
- Fall in love with the problem, not the solution – Find people who have the problem you’re passionate about solving
- Don’t focus on outcomes, focus on being the best – The results will take care of themselves when you master your craft
- Bootstrapping builds character – Constraints force creativity and sustainable growth
- Entrepreneurship is getting punched in the face daily – Success comes from getting back up every time
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More About Igor Vainshtein
Igor Vainshtein is a serial entrepreneur and thought leader on making success inevitable. He is the founder of 24/7 Golf (acquired by GOLFTEC) and GolfTrak.app, the author of Practical Manifestation and Agile Manifestation, and the creator of the entrepreneurial board game Entrepreneurpoly. Through his TEDx talks and signature Deal With It™ framework, Igor teaches audiences how to transform failure into fuel and success into a system built on four foundational pillars: Perspective Shift, Obsession with Inputs, Perfect Practice Makes Progress, and Encounters Offering Level-Ups. His work empowers individuals and organizations alike to rewire their mindset, gamify their growth, and take control of their journey toward inevitable success.
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