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.

New Comic Book Previews 2/18/2026 - The FINAL Absolute Batman & Ultimate Spider-Man Double Feature!