Sipping whiskey and talking tech with Mason Cook, Managing Director of Mastercraft Ventures
A conversation that exposed a quiet contradiction in our tech ecosystem.
I sat down with Mason Cook, Managing Director of Mastercraft Ventures, to talk candidly about what it really takes to build startups and a startup ecosystem in Milwaukee and Wisconsin.
We covered his path into venture capital.
What stuck with me most was how clearly Mason articulated the difference between multi-generational businesses and venture-backed startups.
Drawing on his experience living and working across the Midwest, Mason shared an optimistic but unsentimental view of Wisconsin’s tech future.
He summed it up with a metaphor that has stayed with me since. But you’ll have to listen for more on that.




