We kick off the season with a deep-dive by Casey Winters, one of the most knowledgable and experienced two-sided platform people out there. Casey started at Apartments.com, helped Grubhub to IPO-ready, grew Pinterest to an enormous scale, and is now Chief Product Officer at Eventbrite. In between, he has advised a gazillion marketplace startups: Hipcamp, Faire, Airbnb, Uber, GoFundMe... It’s almost more difficult to name one that he hasn’t advised.