which later became PayPal. It was here that Stoppelman met businessman Max Levchin, who later became an investor in Stoppelman's company, Yelp Inc. Stoppelman became the V.P. of engineering at PayPal, and is one of a group of PayPal's early employees sometimes referred to as the PayPal Mafia.

Stoppelman left PayPal after its 2003 acquisition by eBay and attended Harvard Business School