Pop Culture2000 - 2010
Fact #9 of 99

Bizzare Facts

Bizarre Fact:
The founder of Match.com lost his girlfriend to a man she met on Match.com.

Quick Explanation:

Gary Kremen, the entrepreneur who founded the seminal dating platform, suffered the ultimate irony when his then-girlfriend found a new partner via the service.

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The Full Story:

If there is a story that perfectly captures the unpredictable, darkly comedic chaos of the dating world, it's this one. **Gary Kremen**, the pioneering entrepreneur who founded the seminal online dating service **Match.com** in **1993**, watched as the technology he created turned against him in the most personal way possible. He became a casualty of his own successful algorithm.

The ultimate irony struck when his then-girlfriend used the dating service he designed and left him for another man she met on the site. Kremen's creation was *too* successful, working exactly as intended to connect people—even if it meant disconnecting him. It was a bizarre twist of fate that proved the efficacy of his business model while simultaneously delivering a brutal personal lesson.

Kremen later philosophically acknowledged the bizarre irony, comparing himself to an 'arms dealer' whose weapons were eventually used against him. This strange piece of dating lore became an iconic Silicon Valley anecdote, serving as a cautionary tale that no one, not even the creator, is immune to the unpredictable forces unleashed by digital connection.

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The founder of Match.com lost his girlfriend to a man she met on Match.com. - Bizarre Fact | Schoolyard Myths