THE SHOW
In this episode of Behind the Brilliance, entrepreneur and investor Sieva Kozinsky joins the show to share his journey from first-generation immigrant beginnings to co-founding Enduring Ventures, a holding company that acquires and grows businesses for the long game. Sieva opens up about the fear that fueled his early ventures, the lessons learned from failed startups and pivots, and why fundraising can sometimes blind founders to what really matters.
We dive deep into the psychology of selling a company, the art of negotiation with founders, and how legacy is built (or destroyed) in the years after an exit. Sieva also reflects on emotional discipline, meditation, and why surrounding yourself with the right five people may be the single most important factor in your growth. This conversation extends beyond building businesses to explore a useful philosophy for building a life you’ll still be proud of twenty years from now.
Behind his Brilliance: His mother and grandmother
TOPICS COVERED
- How Sieva’s immigrant upbringing shaped his resilience
- Pivoting from pre-med to entrepreneurship
- The pivotal college class that changed everything
- Why early failures were his best education
- Lessons from building and pivoting StudySoup
- Bootstrapping vs. raising venture capital (and why he regrets fundraising early)
- The psychology of fear as a d
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