Uber, Airbnb, OpenTable – what do they all have in common? These “matchmakers” don’t sell widgets, they sell access; diner and open seat, car and rider, hotel guest and available room. These new, often global, models of business rely on simplicity for the end user while their back-end is quite intricate due to their multisided nature. Which characteristics ensure a matchmaker platform gains critical mass to succeed and thrive? How do traditional single-sided businesses compete in the face in this new business model?