Keith Rabois: A Tech Titan's Journey through Investments, Ventures, and Political Engagements
Biography of Keith Rabois:
Early Life and Education
Keith Rabois was born on March 17, 1969, in Edison, New
Jersey. He pursued a Bachelor of Arts in Political Science from Stanford
University in 1991, followed by a Juris Doctor (J.D.) from Harvard Law School
in 1994. During his time at Stanford, Rabois became involved with The
Stanford Review, a libertarian student publication co-founded by Peter
Thiel, which marked the beginning of a long-standing professional relationship
between the two.
Early Career and Transition to Technology
After completing his legal studies, Rabois clerked for the
U.S. Court of Appeals for the Fifth Circuit and worked at Sullivan &
Cromwell. In 1999, he transitioned into politics as an advisor to Dan Quayle's
presidential campaign. In 2000, Rabois joined PayPal as Executive Vice
President, overseeing Business Development, Public Affairs, and Policy,
contributing significantly to the company's growth.
Key Roles in Major Tech Companies
- LinkedIn
(2005–2007): As Vice President of Business and Corporate Development,
Rabois played a pivotal role in shaping LinkedIn's business strategies and
fostering key partnerships.
- Square (2010–2013): Rabois served as Chief Operating Officer, helping to scale the company's operations and contributing to its success in the financial technology sector.
Keith Rabois: A Tech Titan's Journey through Investments, Ventures, and Political Engagements/ Biography of Keith Rabois:/Keith Rabois#age#net worth
Transition to Venture Capital
In 2013, Rabois joined Khosla Ventures as a General Partner,
later returning as a Managing Director in January 2024. During his tenure, he
led investments in companies like DoorDash, Affirm, and Stripe, solidifying his
reputation as a discerning investor. In 2019, he briefly joined Founders Fund,
co-founding OpenStore, a Miami-based retail-holding startup. He returned to
Khosla Ventures in 2024, continuing to serve on the boards of Ramp, Found, and
Trade Republic.
Entrepreneurial Ventures
- Opendoor
(2014): Rabois co-founded Opendoor, an online marketplace for buying
and selling homes. In September 2025, he returned as Chairman, leading a
significant restructuring that included plans to reduce the workforce by
up to 85% to streamline operations.
- OpenStore
(2021): As CEO, Rabois led the company in acquiring and growing online
brands, offering Shopify entrepreneurs a way to sell their businesses
quickly. The company raised $75 million at a $750 million valuation in
2021.
Recent Investments and Achievements
- Ramp
(2025): Under Rabois's guidance, Ramp, a fintech startup, achieved a
valuation of $22.5 billion following back-to-back funding rounds in the
summer of 2025. The company specializes in finance and expense management
software, serving clients like Shopify and Webflow.
- Spellbook
(2025): Rabois led a $50 million funding round for Spellbook, an
artificial intelligence startup focused on legal technology, further
diversifying his investment portfolio.
Political Engagements and Views
Rabois has been actively involved in political discourse,
contributing to FWD.us, a lobbying group dedicated to advocating for
immigration reform and other policy issues relevant to the tech industry. His
political preferences have garnered attention; in January 2020, he expressed a
preference for voting for Donald Trump over Bernie Sanders, signaling his
alignment with certain political ideologies and priorities. Additionally, he
voiced his support for Pete Buttigieg as his top choice for the Democratic ticket
in the 2019 presidential primaries. In 2023, Rabois publicly praised the
Parental Rights in Education Act law enacted in Florida. His endorsement of
this legislation suggests his approval of policies aimed at addressing specific
societal concerns.
Recognition and Influence
Rabois's contributions to the tech industry have earned him
widespread recognition. He has consistently ranked on the Forbes Midas List,
with his highest ranking being #4 in the U.S. and #8 globally. His strategic
investments and leadership continue to influence the trajectory of the tech
sector.
Personal Life
In 2018, Rabois married Jacob Helberg in a ceremony
officiated by Sam Altman. The couple resides in Miami, Florida, reflecting
Rabois's adaptability and openness to new opportunities.
Recent Developments
- Opendoor
Restructuring (2025): Under Rabois's leadership, Opendoor announced
plans to reduce its workforce by up to 85%, aiming to streamline
operations and improve profitability. This move follows a significant
resurgence in the company's stock, which had plummeted 99% from its post-SPAC
peak but surged nearly 500% in 2025 amid retail investor interest.
- Spellbook
Investment (2025): Rabois led a $50 million funding round for
Spellbook, an artificial intelligence startup focused on legal technology,
further diversifying his investment portfolio.
Keith Rabois's career exemplifies a blend of entrepreneurial spirit, strategic investment, and active political engagement, positioning him as a significant figure in the tech industry.
