PayPal Mafia
The PayPal Mafia is a group of former PayPal employees and founders who have since founded and/or developed other technology companies based in Silicon Valley, such as LinkedIn, Palantir Technologies, SpaceX, Affirm, Slide, Kiva, YouTube, Yelp, and Yammer. Most of the members attended Stanford University or the University of Illinois Urbana-Champaign.
History
Originally, PayPal was a money-transfer service offered by a company called Confinity, which merged with X.com in 1999. X.com was renamed PayPal and purchased by eBay in 2002. PayPal's employees had difficulty adjusting to eBay's more traditional corporate culture, and within four years all but 12 of the first 50 employees had left. They remained connected as social and business acquaintances, and several of them worked together to form new companies and venture firms. This group of PayPal alumni became so prolific that the term PayPal Mafia was coined. The term gained even wider exposure when a 2007 Fortune magazine article featured the group, along with a now-iconic photograph of its members dressed in mafia-style attire, highlighting their influence in Silicon Valley and their role in founding or investing in major technology companies.Members
People the media calls members of the PayPal Mafia include:- Peter Thiel, PayPal founder and former CEO. Sometimes called the "don" of the PayPal Mafia, he is a founder of Palantir and chairs its board, a founder of Founders Fund, and the first outside investor in Facebook. In 2025, Thiel and Palantir began collaborating with the Department of Government Efficiency for the second Trump administration.
- Elon Musk, co-founder of Zip2 and founder of X.com, SpaceX, OpenAI, Neuralink, and The Boring Company. He bought a controlling share in Tesla Motors and purchased Twitter. As of October 2025, he is the wealthiest person on Earth, with a net worth of $750 billion. In 2025, he was a senior advisor to President Donald Trump and head of the Department of Government Efficiency.
- David O. Sacks, former PayPal COO who later founded Geni.com and Yammer. In December 2024, President Trump named Sacks the White House AI and crypto czar for the incoming administration.
- Max Levchin, founder and chief technology officer at PayPal, CEO of Affirm, and co-founder of Glow.
- Scott Banister, early advisor and board member at PayPal.
- Roelof Botha, former PayPal CFO who became a partner at the venture capital firm Sequoia Capital.
- Steve Chen, former PayPal engineer who co-founded YouTube.
- Reid Hoffman, former executive vice president who founded LinkedIn and was an early investor in Facebook and Aviary. He sits on the board of Microsoft.
- Ken Howery, former PayPal CFO who became a partner at Founders Fund and served as the US ambassador to Sweden during the first Trump administration and US ambassador to Denmark during the second Trump administration.
- Chad Hurley, former PayPal web designer who co-founded YouTube.
- Eric M. Jackson, who wrote the book The PayPal Wars, became chief executive officer of WND Books, and co-founded CapLinked.
- Jawed Karim, former PayPal engineer who co-founded YouTube. Founder of YVentures.
- Dave McClure, former PayPal marketing director who co-founded 500 Global and became a super angel investor for startup companies.
- Andrew McCormack, founding partner at Valar Ventures.
- Luke Nosek, PayPal co-founder and former vice president of marketing and strategy who became a partner at Founders Fund.
- Keith Rabois, former executive at PayPal who later worked at LinkedIn, Square, Khosla Ventures, and Founders Fund.
- Jack Selby, former vice president of corporate and international development at PayPal who co-founded Clarium Capital with Peter Thiel and is the founder of AZ-VC, which focuses on Arizona.
- Premal Shah, former product manager at PayPal who became the founding president of Kiva.org. Serves on the Change.org board.
- Russel Simmons, former PayPal engineer who co-founded Yelp.
- Jeremy Stoppelman, former vice president of technology at PayPal who co-founded Yelp.
- Yishan Wong, former engineering manager at PayPal who later worked at Facebook, became the CEO of Reddit, and founded Terraformation Inc.
- Yu Pan was one of the co-founders of PayPal and played a role in designing the company's user interface and user experience. He later became involved in YouTube and co-founded Kiwi Crate, Inc.
Legacy
Politics
Some members of the group, such as Thiel, Sacks, and Musk, later expressed libertarian and conservative political views. By contrast, Hoffman has been a top donor to many Democratic Party campaigns and political efforts.After the 2024 United States presidential election, The Economist wrote that the PayPal Mafia would "take over America's government" with Trump's reelection. Thiel protégé JD Vance is Trump's Vice President, Musk became head of the new Department of Government Efficiency, and Sacks became Trump's advisor on AI and cryptocurrencies. Musk alone donated over $250 million to Trump's 2024 campaign.