When Spencer Rascoff took over as CEO at the struggling dating app giant Match Group in February, one of his first orders of business was to acquaint himself with all the services under his purview. Match, which owns and operates more that 45 dating apps, including Tinder, Hinge, OKCupid, and Match.com, has seen its stock price drop more than 80% from its 2021 high amid growing fatigue with online dating and a generation shift away from apps. After explosive growth during the pandemic, Match’s annual revenue has been flattening, in large part because growth at Tinder, its once-reliable cash cow, has stalled. Rascoff, the cofounder and former CEO of Zillow Group, is tasked with turning things around.

Rascoff asked the leadership of Tinder and Hinge to each take three hours and present thei

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