Rajan Anandan
InvestorFounderManaging Director at Peak XV Partners · Board director at Checkbox Holdings
India
Writes $100K – $1M checks · typically $550K
FoundedCheckbox Holdings
About
Rajan Anandan combines MIT and Stanford technical training with former leadership of Google India and 80+ angel investments, offering deep‑tech advocacy and pattern-recognizing support for mission-driven founders rather than mercenaries.
Invests in
AI & Machine LearningConsumerDeveloper ToolsFintechSaaS
Board director at Checkbox Holdings
Intro paths
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In turn, Rajan can intro founders to Checkbox Holdings's investors below.
Checkbox Holdings's investors · 1
Co-founders at Checkbox Holdings
EW
Evan WongExecutive Officer, Director
JH
James HanExecutive Officer, Director
Experience
- SurgeManaging Directorcurrent2019 — presentDelhi, India
- Peak XV PartnersManaging Directorcurrent2023 — presentIndia and SEA
- Sequoia CapitalManaging Director2019 — 2023India and SEA
- GoogleVice President India and SEA2011 — 2019India, Singapore
- MicrosoftManaging Director, Microsoft India2008 — 2010India
- Dell IndiaVice President and Country General Manager2006 — 2008
- Dell IndiaVice President, Global Outsourcing2004 — 2006
- Dell, IncVice President and EA to Chairman2003 — 2004
- McKinsey & CompanyPartner1992 — 2003
Education
- Stanford UniversityMSc, Manufacturing Systems Engineering1991 — 1992
- Massachusetts Institute of TechnologyBSc, Mechanical Engineering1987 — 1991
Deals · 1
Checkbox HoldingsBoard seat
via Peak XV Partners · filed Jan 2026 · $4M raise
Attribution from SEC filings, press coverage, and firm rosters.
Colleagues at Peak XV Partners
Aadith Ramesh
Associate at Peak XV Partners
Aaditya Sood
Venture Partner at Peak XV Partners
Aakash Kapoor
Principal at Peak XV Partners
Abheek Anand
Managing Director at Peak XV Partners
Abhishek Gupta
Head of IT & Technology at Peak XV Partners
Abhishek Mohan
Managing Director at Peak XV Partners
Akshay Agarwal
Vice President at Peak XV Partners
Alyssa Maharani
Analyst at Peak XV Partners
Network3
Anandamoy RoychowdharyScout
Managing Director, India & APAC at Crane Venture Partners
Ashvin ChadhaScout
Co-founder & Managing Partner at Anicut Capital
Teruhide SatoScout
Managing Partner at BEENOS
Investors connected to Rajan in public investor directories — a warm-intro map.
Frequently asked questions
- Where does Rajan Anandan work?
- Rajan Anandan is Managing Director at Peak XV Partners and Founder at Checkbox Holdings.
- What does Rajan Anandan invest in?
- Rajan Anandan invests in AI & Machine Learning, Consumer, Developer Tools, Fintech, SaaS.
- What check size does Rajan Anandan write?
- Rajan Anandan typically writes checks of $100K – $1M.
- What companies did Rajan Anandan found?
- Rajan Anandan founded Checkbox Holdings.
Same school
Also attended Stanford University2,000
Peter ThielCo-founder & Partner at Founders FundReid HoffmanCo-founder of LinkedIn; Partner at GreylockDavid SacksCo-founder & General Partner at Craft Ventures; PCAST co-chair; former White House AI & crypto czarKeith RaboisManaging Director at Khosla VenturesGarry TanPresident & CEO of Y CombinatorAlfred LinPartner at Sequoia Capital
+ 1,994 more
Also attended Massachusetts Institute of Technology1,280
Fred WilsonCo-founder & Partner at Union Square VenturesElad GilSolo general partner investing through Gil CapitalAileen LeeFounder & Managing Partner of Cowboy VenturesHemant TanejaCEO & Managing Director of General CatalystNat FriedmanCo-lead of Meta Superintelligence Labs; co-founder of NFDGBrad FeldCo-founder of Foundry and Techstars
+ 1,274 more
Shared employers
Also worked at Sequoia Capital175
Michael MoritzFormer Partner at Sequoia Capital; Senior Adviser at Sequoia HeritageDoug LeonePartner at Sequoia Capital; former Global Managing PartnerRoelof BothaAdvisor & former Steward at Sequoia Capital; SpaceX board memberJason CalacanisFounder of LAUNCH; host of This Week in Startups; All-In co-hostAlfred LinPartner at Sequoia CapitalMatt HuangCo-founder and Managing Partner at Paradigm
+ 169 more
Also worked at Google1,558
Ron ConwayFounder of SV AngelElad GilSolo general partner investing through Gil CapitalBrian SingermanCo-founder of GPx; Partner Emeritus at Founders FundJess LeePartner and Chief Product Officer at Sequoia CapitalTomasz TunguzFounder & General Partner at Theory VenturesHunter WalkCo-founder & Partner at Homebrew
+ 1,552 more
Also worked at Microsoft1,061
Reid HoffmanCo-founder of LinkedIn; Partner at GreylockGarry TanPresident & CEO of Y CombinatorNat FriedmanCo-lead of Meta Superintelligence Labs; co-founder of NFDGJavier SolteroSenior Venture Partner at Felicis VenturesViviana FagaGeneral Partner at Felicis VenturesWesley ChanInvestor at Felicis Ventures
+ 1,055 more
Also worked at Dell India157
Jim BreyerFounder & CEO of Breyer CapitalBill RichterCEO of Qumulo and venture partner at MadronaSujal PatelStrategic Director at Madrona Venture GroupAtli ThorkelssonVP of Network at Redpoint VenturesGil GorenPartner at 83NorthMichael KlaykoOperating Executive at Marlin Equity Partners
+ 151 more