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August 21st, 2025

What Founders Get Wrong About Picking VCs

  1. What Founders Get Wrong About Picking VCs Alastair Goldfisher 20:59

What Founders Get Wrong About Picking VCs

with Greg Sands, Founder & Managing Partner at Costanoa Ventures

Summary

Greg Sands joins The Venture Variety Show to break down what early-stage founders often miss when choosing investors. From how to vet a VC beyond the pitch to why platform support only matters if it’s rooted in real context, Greg offers hard-won insights from decades in venture. We also discuss board dynamics, reference checks, and how to spot the difference between “founder-friendly” branding and actual long-term partnership.

Key Takeaways

Treat choosing a VC as seriously as they treat picking founders

Call references — especially when the company didn’t succeed

“Founder-friendly” is incomplete; look for company-aligned partners

Platform support is only valuable if tied to execution and context

Not all board seats are helpful — and some can hurt

Trust, learning velocity, and storytelling matter more than check size

Topics Covered

Choosing the right investor for your company

Vetting VCs through reference checks

What BuilderOps and platform support should actually deliver

Early-stage board composition and the 20/40/40 rule

Common fundraising misconceptions

Why now is still a great time to build

Chapters

00:00 Meet Greg Sands, Costanoa Ventures

01:58 What Founders Miss When Choosing a VC

06:21 How to Vet a VC Beyond the Pitch

09:06 What “Value-Add” Should Really Mean

10:26 Inside Platform Ops

17:01 Board Seats, Bad Advice, and What to Watch For

20:15 Final Takeaways

Keywords

venture capital, startup fundraising, platform teams, founder advice, board dynamics, Costanoa Ventures, reference checks, early-stage Investing, VC value-add, storytelling

Get full access to The Venture Lens at agoldfisher.substack.com/subscribe

Alastair Goldfisher Independent Journalist

I’m an independent journalist and podcaster focused on startup and venture capital trends, as well as storytelling and how AI is reshaping business and work. I host "The Venture Variety Show" and "The AI Cognitive Shift" podcasts, and I write "The Venture Lens" newsletter on Substack and Medium. I’ve spent 30 years in business journalism, covering Silicon Valley and beyond for outlets like Venture Capital Journal, Reuters, PEHub and Silicon Valley Business Journal. Today, I also help founders and investors sharpen their stories through media training and content consulting. I live in the San Francisco Bay Area, stay curious about tech and people, and I always welcome a good conversation.