Arjun Singh
About Arjun Singh
A PitchBook profile for an angel investor named Arjun Singh describes a co-founder of Gradescope. It says he served as its CEO, Chief Privacy and Data Protection Officer and board member, and later as Chief Strategy Officer at Turnitin. It lists a Ph.D. and a BS from the University of California, Berkeley.
Pensieve builds AI-assisted grading, and Gradescope is a grading product, so the two are related. The sources reviewed do not state outright that the Pensieve investor and the Gradescope co-founder are the same person. Founders should confirm this with him directly.
PitchBook lists one investment for this profile: Stellic, a company in the B2B education and training services category, dated 28 June 2019. Crunchbase lists an Arjun Singh investor profile with 13 items of recent news and activity, including the 2026 Pensieve round. Public sources do not give a full list of his angel investments.
Lounge's deals desk records Arjun Singh in the Pensieve seed round of $6.9M, announced in February 2026. Crunchbase dates the round to 24 February 2026. Reports of the round size differ. Pensieve's team described it as $6.8M, and Dealroom reported about $7.3M.
Mayfield led the round. Reach Capital, Anti Fund, BASS Ventures, Vela Partners, the Sequoia Capital scout fund, the a16z scout fund, Vlad Tenev and Karim Atiyeh also participated, according to a LinkedIn post by Pensieve's CTO. Arjun Singh is named among the participants. Pensieve says its AI grading is used by more than 1,000 instructors at universities including UC Berkeley and Columbia.
The public record shows seed-stage investing, with the two known deals in education technology: Pensieve (AI) and Stellic. Neither his check size nor any stated investment thesis is public.
- Pensieve: AI-assisted grading platform for university instructors, seed round in February 2026 led by Mayfield.
- Stellic: education and training services company, investment recorded by PitchBook on 28 June 2019.
Investing activity
Arjun Singh appears in 1 AI deal tracked by the Lounge deals desk. The rounds are mostly Seed, with a median round size of $7M. The most recent is Pensieve (Seed, $6.9M, Feb 2026).
Arjun Singh most often invests alongside Mayfield, Karim Atiyeh, Sequoia Scout and Bass Investment, and the companies they back on Lounge are mostly in AI.
Deals
Frequently asked questions about Arjun Singh
Who is Arjun Singh, the AI angel investor?
He is an angel investor who took part in Pensieve's February 2026 seed round. PitchBook describes an angel named Arjun Singh who co-founded Gradescope, but the sources do not confirm this is the same person.
What AI startups has Arjun Singh invested in?
The AI round on record is Pensieve, an AI grading company, in its seed round of about $6.9M in February 2026. No other AI investments were found in public sources.
What stage does Arjun Singh invest in?
His known AI investment is a seed round. PitchBook also records a 2019 investment in Stellic, but the stage is not given.
What is Arjun Singh's check size?
His check size is not public. Neither Pensieve's investor list nor the profiles reviewed state how much he invested.
Does Arjun Singh invest in education technology startups?
His two recorded investments, Pensieve and Stellic, are both in education. He has not publicly stated a thesis, so founders in other sectors should ask him directly.
Who else invested in Pensieve's seed round?
Mayfield led it. Participants included Reach Capital, Anti Fund, BASS Ventures, Vela Partners, the Sequoia Capital and a16z scout funds, Vlad Tenev and Karim Atiyeh.
Is Arjun Singh an angel investor?
Yes. Arjun Singh invests personally as an angel.
What AI companies has Arjun Singh invested in?
Arjun Singh's AI investments include Pensieve. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.
What stage does Arjun Singh invest at?
In the rounds tracked on Lounge, Arjun Singh has invested at Seed, with a median round of $7M.
Who does Arjun Singh co-invest with?
Arjun Singh's most frequent co-investors on Lounge are Mayfield (1 deal), Karim Atiyeh (1 deal), Sequoia Scout (1 deal), Bass Investment (1 deal) and Reach Capital (1 deal).