What If With Leslie Grandy

Innovation Needs Unreasonable People with Chris DeVore | #7


Listen Later

What if the real difference between ideas that fade and companies that endure isn't creativity—but commitment?

In this episode of What If?, Leslie Grandy sits down with Chris DeVore, founder of Founders' Co-op and one of the Pacific Northwest's most experienced early-stage venture capitalists. Over nearly two decades, Chris has helped launch and fund companies such as Auth0, Outreach, and Remitly, working at the earliest moments when ideas are still fragile and the path forward is uncertain.

Venture capital is often described as a search for bold ideas. But Chris argues the real work is discernment—deciding which founders and which problems deserve years of belief, capital, and effort. Surrounded by endless possibilities, the challenge isn't imagination. It's choosing what to commit to and what to leave behind.

Together, Leslie and Chris explore:

  • Why many talented idea-generators struggle to become founders
  • The tension between divergent thinking and the discipline to converge on a single path
  • Why investors look for founders who are already "doing the thing," not just thinking about it
  • How the best founders balance confidence with humility—and conviction with the ability to listen
  • Why most startups fail not because of technology, but because of breakdowns in learning from customers
  • How venture capital evaluates opportunities through three lenses: the team, the technology moment, and the potential scale
  • Why AI is lowering the barrier to building software—but raising the bar for differentiation

Chris also offers a clear-eyed view of today's AI wave. The ability to prototype and build software has never been easier. But that abundance creates a new challenge: signal versus noise. When everyone can create products quickly, what matters most becomes judgment, focus, and the ability to solve real problems that customers truly care about.

This conversation is a candid look inside the founder–investor relationship—and a reminder that innovation is not just about opening possibilities. It's about choosing which ones are worth pursuing.

Because creativity begins with imagination. But progress begins the moment someone says: "I'm doing this."

Reflection question: Are you exploring ideas—or have you committed to solving a problem that truly matters?

...more
View all episodesView all episodes
Download on the App Store

What If With Leslie GrandyBy Leslie Grandy