Keith Rabois
InvestorFounderManaging Director at Khosla Ventures · Advisor at Stellar Development Foundation · Board director at Mach Industries · Board director at Royal Markets · Board director at Ramp Business
Miami, FL
Writes $500K – $150M checks · typically $25M
FoundedFaire · YCEsper TechnologiesForwardGhost LocomotionMach IndustriesMedisas · YC
Midas 2021 · #37Midas 2022 · #8Midas 2023 · #33Midas 2024 · #26Midas 2025 · #17Midas 2026 · #66
About
Keith Rabois held early executive roles at PayPal, LinkedIn, and Square before building an investing record that spans Stripe, Airbnb, DoorDash, and Faire. He co-founded the proptech company Opendoor and has alternated between Khosla Ventures and Founders Fund, returning to Khosla as a managing director in early 2024. He is known for strong opinions on startup talent density and for championing Miami as a tech hub.
Invests in
AI & Machine LearningBiotechDefense TechFintechSector AgnosticSpace Tech
Beyond investing
- Founded
- Rabois co-founded Opendoor, a home buying and selling marketplace, in April 2014. Rabois co-founded Miami-based OpenStore in 2021, a retail-holding startup that acquires brands in the Shopify ecosystem.
- Education
- Studied at Stanford University (BA, Political Science, 1991) Studied at Harvard Law School (JD, 1994)
- Boards
- Rabois invested in the Alliance of American Football and sat on the league's board of directors.
- Communities
- Rabois moved from California to Miami, Florida, and has said he believes the future of America will be based in Miami.
- Awards
- Rabois is consistently recognized on the Forbes Midas List, ranking as high as #4 in the U.S. and #8 globally.
- Family
- Rabois married Jacob Helberg in 2018 in a ceremony in Saint Barthélemy officiated by Sam Altman.
- More
- Rabois met Peter Thiel at Stanford and contributed to the libertarian newspaper The Stanford Review.
From Keith's own website — common ground for a warm intro.
Board director at Mach Industries
Intro paths
In turn, Keith can intro founders to Mach Industries's investors below.
Mach Industries's investors · 14
Co-founders at Mach Industries
Board director at Royal Markets
Intro paths
In turn, Keith can intro founders to Royal Markets's investors below.
Royal Markets's investors · 1
Co-founders at Royal Markets
Board director at Ramp Business
Intro paths
In turn, Keith can intro founders to Ramp Business's investors below.
Ramp Business's investors · 2
Co-founders at Ramp Business
Experience
- Khosla VenturesManaging Directorcurrent2024 — presentUnited States
- Founders FundGeneral Partner2019 — 2024San Francisco Bay Area
- Khosla VenturesManaging Director2013 — 2019Menlo Park, California
- SquareCOO2010 — 2013
- SlideExecutive Vice President, Strategy & Business Development2007 — 2010
- LinkedInVice President, Business & Corporate Development2005 — 2007
- Epoch InnovationsChief Operating Officer2003 — 2004
- Clarium Capital ManagementEntrepreneur-in-Residence2003
- PayPalExecutive Vice President, Business Development, Public Affairs & Policy2000 — 2002
- Voter.comDirector/VP, Business Development2000
- Quayle 2000Policy Director1999
- Sullivan & CromwellAssociate1995 — 1999
- Honorable Edith H. Jones, Unites States Court of Appeals for the Fifth CircuitLaw Clerk1994 — 1995
Education
- Harvard Law SchoolJ.D.1992 — 1994
- Stanford UniversityB.A., Political Science1987 — 1991
Skills & more
+12 more
Start-upsBusiness DevelopmentInvestor RelationsPayment Card ProcessingLeadershipMobile DevicesMergers & AcquisitionsPoint of PurchaseStrategyStrategic PlanningStrategic PartnershipsSaaSFrom Keith's professional profile.
Deals · 25
Ramp BusinessBoard seat
via Khosla Ventures · filed Jun 2026 · $868.3M raise
Indie Technologies, Inc.Board seat
via Khosla Ventures · filed Jun 2024 · $46M raise
Ghost LocomotionBoard seat
via Khosla Ventures · filed Nov 2023 · $55M raise
Pietra Inc.Board seat
via Khosla Ventures · filed Mar 2023 · $16.1M raise
Workstream Technologies, Inc.Board seat
via Khosla Ventures · filed Oct 2022 · $60M raise
Royal MarketsBoard seat
via Khosla Ventures · filed Dec 2021 · $55M raise
FaireBoard seat
via Founders Fund · filed Nov 2021 · $400.2M raise
Virtual KitchenBoard seat
via Khosla Ventures · filed Oct 2021 · $65M raise
Ramp BusinessBoard seat
via Founders Fund · filed Sep 2021 · $350.7M raise
Workstream Technologies, Inc.Board seat
via Founders Fund · filed Sep 2021 · $48M raise
SpotMapBoard seat
via Khosla Ventures · filed Jun 2021 · $15M raise
Virtual KitchenBoard seat
via Founders Fund · filed Sep 2020 · $20M raise
Homevest GPBoard seat
via Khosla Ventures · filed Sep 2019 · $10.3M raise
FaireBoard seat
via Khosla Ventures · filed Dec 2018 · $60M raise
Lightyear CorpBoard seat
via Khosla Ventures · filed Sep 2018
MedisasBoard seat
via Khosla Ventures · filed Dec 2016 · $10.7M raise
ForwardBoard seat
via Khosla Ventures · filed Jul 2016 · $30M raise
Esper TechnologiesBoard seat
via Khosla Ventures · filed Mar 2016 · $3.2M raise
OpenDoor LabsBoard seat
via Khosla Ventures · filed Apr 2015 · $20.6M raise
AvenLed round
via Khosla Ventures · filed Sep 2025
AvenLed round
via Founders Fund · filed Sep 2025
Vise TechnologiesLed round
via Founders Fund · filed Apr 2020
AffirmLed round
via Founders Fund
AffirmLed round
via Khosla Ventures
DoorDashLed round
via Khosla Ventures
Attribution from SEC filings, press coverage, and firm rosters.
Podcasts & interviews
featuring Keith RaboisKeith Rabois on Rejoining Khosla Ventures | E1102
20VC with Harry Stebbings
Hard truths about building in the AI era | Keith Rabois (Khosla Ventures)
Lenny's Podcast
From PayPal to Khosla Ventures: The Keith Rabois Tech Investment Story
Entrepreneur's Life English
Khosla Ventures' Keith Rabois on OpenDoor: It's not a meme stock
cnbc.com
Colleagues at Khosla Ventures
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▶6 more connections
Chang Xu · scoutEce Erdagoz Wyrick · scoutEthan Choi · scoutEvan Moore · scoutFlorian Hagenbuch · scoutGeoff Lewis · scout
Investors connected to Keith in public investor directories — a warm-intro map.
Frequently asked questions
- Where does Keith Rabois work?
- Keith Rabois is Managing Director at Khosla Ventures and Founder at Mach Industries and Founder at Royal Markets and Founder at Ramp Business.
- What does Keith Rabois invest in?
- Keith Rabois invests in AI & Machine Learning, Biotech, Defense Tech, Fintech, Sector Agnostic, Space Tech.
- What check size does Keith Rabois write?
- Keith Rabois typically writes checks of $500K – $150M.
- What companies did Keith Rabois found?
- Keith Rabois founded Faire, Esper Technologies, Forward, Ghost Locomotion, Mach Industries, Medisas.
- Does Keith Rabois lead rounds?
- Yes — Keith Rabois has led 7 tracked investments.
Paths to reach Keith
People who overlapped with Keith at the same organization — a shared school or employer with one of them is a warm way in.
Together at Founders FundKeith: General Partner
Together at Khosla VenturesKeith: Managing Director
Same school
Also attended Harvard Law School159
+ 153 more
Also attended Stanford University2,000
+ 1,994 more
Shared employers
Also worked at Founders Fund36
+ 30 more
Also worked at Khosla Ventures83
+ 77 more
Also worked at Slide9
+ 3 more
Also worked at LinkedIn179
+ 173 more