The Dating Ring was a service that flew single women from New York City to go on blind dates with tech bros in Silicon Valley. It didn't go well. In the early 2010s, dating startup The Dating Ring got into the Y Combinator program and worked for several months trying to develop a successful business model. They cycled through many different ideas, the founders fighting and struggling to feel confident in their abilities. They finally settled on the bizarre idea to take advantage of the shortage of available single men in the New York City dating scene and the shortage of available single women in the San Francisco dating scene to launch possibly the strangest company idea ever - to ship a bunch of single women to Silicon Valley to go on awkward blind dates with tech bros. On this episode of Deep Cuts, we explore the half-baked dating app, The Dating Ring.

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