Career
After four months of working for @Home Network, Stoppelman accepted a position as an engineer at X.com, 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 for one year. During Stoppelman's school break Levchin persuaded Stoppelman to do an internship at the business incubator, MRL ventures.
Yelp
In the summer of 2004, Jeremy Stoppelman got the flu and had a hard time finding recommendations for a local doctor. He and former PayPal colleague, Russel Simmons, who was also working at MRL Ventures, began brainstorming on how to create an online community where users could share recommendations for local services. Stoppelman and Simmons pitched the idea to Levchin who provided $1 million in initial funding. Under Stoppelman's leadership, Yelp grew to a market capitalization of $4 billion and hosted 138 million user reviews.
Steve Jobs called Stoppelman in January 2010 in an effort to persuade him to turn down an acquisition offer by Google and in March 2012 Stoppelman rang the bell for the New York Stock Exchange after Yelp went public. According to Stoppelman, the biggest challenge at Yelp has been "the same problem Google faces in its rankings." Business owners have been suing reviewers that leave negative reviews and raising allegations that Yelp tampers with reviews to favor companies that advertise, leading to legal troubles for the company. In February 2013, Stoppelman accepted a salary of $1, though he continues to earn income from the investment of his 11 percent interest in the company.
Stoppelman has a hands-on management style and sits at a desk among his employees. In 2016, an open letter on Medium to Stoppelman by a San Francisco employee of Yelp subsidiary Eat24, Talia Jane, went viral, describing how she and her coworkers struggled on their wages to afford groceries or winter heating in the Bay Area. She was immediately fired, though Stoppelman said this was not due to the letter. Yelp increased wages and benefits for low-level employees two months later.
In June 2022, following the COVID-19 pandemic, Stoppleman praised fully remote work, eliminating mandatory time in the office, and announced plans to close 450,000 square feet of office space in New York City, Washington, D.C., and Chicago.