Jacques Benkoski (USVP): Money, Mentors & The Lost Art of Venture Capital
Update: 2025-11-24
Description
Jacques Benkoski, Managing Partner at USVP, joins the show for a candid, wise, and insightful conversation on venture capital, company building, and life.
Jacques opens up about:
- Growing up without money and raising kids young
- The emotional moment he finally felt financially secure
- Why are many serial entrepreneurs driven by unresolved childhood scarcity
- Why the venture industry has lost its discipline
- What “original venture capital” actually looks like
- Why founders must choose their customers
- The real role of a mentor (and the one line that changed his life)
- How he thinks about legacy, purpose, and what truly matters
📘 Jacques’ Book: The Market Entry Strategy
A practical, step-by-step guide to choosing customers, differentiating your product, and building a go-to-market motion that actually works.
If you’re a founder, operator, VC, or anyone who appreciates wisdom earned through decades of experience, this episode is for you.
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