Matthew Kee didn't plan on being an entrepreneur, but a five-year fintech journey with his father changed that.

After UpperRoom Technology failed in 2019 — the same year he lost his father and co-founder to cancer — Matthew channeled those lessons into Tundra Angels, a Green Bay–based angel network of 55+ investors that has evaluated over 160 startups and made 24 investments in Wisconsin companies. Along the way, he built an audience of nearly 8,000 subscribers through the Tundra Angels Angle, the weekly newsletter he writes to be the "learning curve shortener" he wishes he'd had as a founder.

In this episode, we explore what it really takes to trade the safety of a corporate banking career for the high-variance world of startup investing.

We dive into:

• What Most Founder's Miss: Why scoping the wrong problem can kil ...