Grumpy Old VCs
Thu, Oct 02
|Minneapolis Club
We're revisiting a Brimacomb fan favorite this fall with local legends in the VC space.


Time & Location
Oct 02, 2025, 11:30 AM – 1:00 PM
Minneapolis Club , 729 2nd Ave S, Minneapolis, MN 55402, USA
About the event
Join us for a look back into VC history from decades of experience in wisdom and stories. Our guests will share how successful investments were made --- as well as their failures -- with candid explanations. We'll learn how VCs have survived recessions, emergent technology, generational shifts -- and the best practices that have endured.
Our panelists will also share:
Wins and losses. Lessons learned and how key assumptions get revised.
What they've enjoyed the most in their impressive careers, as well as their regrets.
How they've chosen investments and what they relied on for doing their due diligence. Identifying an immediate "no" quickly.
The challenges of working with CEOs.
Evaluating "hot" investments when valuations are high. Think dot-com in the 1990s and AI today.
Top tips for raising capital. Common fundraising mistakes they've seen made over the years.
Go-to-market insights.
Enjoy an informative rewind in time with us!
John Trucano - retired / former President at Acorn Financial
Mac Lewis - Partner at Sherpa Partners
Jack Frid - retired / former licensed stockbroker for 47 years
With special thanks to our sponsors: