Investors › AI Angels › Gautam Gupta
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Gautam Gupta

AI angel investor
Gautam Gupta is an angel investor listed as a seed investor in NavigateAI's $25M round (May 2026), an AI copilot for construction and field workers.
Artificial IntelligenceConstruction TechnologyReal Estate Technology
Focus: Seed · Angel · AI applications · Construction tech

About Gautam Gupta

Background

Several people named Gautam Gupta work in venture and startups. This page uses the Crunchbase record that lists the NavigateAI seed round among its investments. That record is based in Los Angeles, shows the title Chief Financial Officer at Atoms, and lists two personal investments and two founded organizations.

Crunchbase also links this record to A* through partner investments. These include a Series C in Decagon, a Series A in Multiply Mortgage and seed rounds in Grove AI, Fifteenth and Aligned Marketplace. Those deals were made by the A* fund, so they are not personal angel checks. Crunchbase's Multiply Mortgage page lists a Gautam Gupta among its founders. We could not confirm from the sources found that this is the same person, so treat that as unverified.

NFX Signal lists him as a co-investor on the NavigateAI round, with an affiliation to Alex Angels (Alexandria Angel Network). Details of his career, education and prior roles are not clearly public, so we have left them out.

AI investments

NavigateAI raised a $25M seed round announced on May 26, 2026. Elad Gil led it, with Khosla Ventures, Lennar, Tishman Speyer and Helix Electric also participating. Angels included executives and founders from Ramp, Invitation Homes, Harvey.ai, Decagon and DoorDash.

NavigateAI is a San Francisco company founded by Eric Wu, the Opendoor co-founder. It builds AI copilots for construction and trades workers. The software runs on smartphones and Meta's AI glasses. It provides real-time guidance, quality control and project scoping. Launch partners include Lennar, Roofstock and Tishman Speyer.

The NFX Signal investor page for Elad Gil lists Gautam Gupta as a co-investor in this round. Crunchbase's person record lists the NavigateAI seed round as his latest personal investment. The size of his check is not public.

Investment focus

The public record shows seed-stage participation in an AI company selling into construction and the trades. We found no public statement from him about his thesis, preferred stage, geography or check size, so none is given here. Founders should ask him directly what he looks for.

Notable portfolio companies
  • NavigateAI: AI copilot for construction and field workers, founded by Opendoor co-founder Eric Wu. $25M seed round announced May 2026, led by Elad Gil.
  • Decagon (via A*): Crunchbase lists a Series C partner investment by A*, linked to this Crunchbase record. It is not confirmed as a personal investment.
  • Grove AI (via A*): Crunchbase lists a seed round by A*, linked to this Crunchbase record. It is not confirmed as a personal investment.
Sources

Investing activity

Gautam Gupta appears in 1 AI deal tracked by the Lounge deals desk, rounds totalling $25M. The rounds are mostly Seed, with a median round size of $25M. The most recent is NavigateAI (Seed, $25M, May 2026).

Gautam Gupta most often invests alongside Elad Gil, Winston Weinberg, Zach Frankel and Lennar, and the companies they back on Lounge are mostly in AI.

Deals

1
AI rounds and acquisitions Gautam Gupta took part in, newest first.

Frequently asked questions about Gautam Gupta

Has Gautam Gupta invested in AI startups?

Yes. He is listed as a co-investor in NavigateAI's $25M seed round, announced in May 2026. NavigateAI builds an AI copilot for construction and field workers.

What stage does Gautam Gupta invest in?

The only AI round we can confirm for him is a seed round. He has not publicly stated a preferred stage or sector.

What check size does Gautam Gupta write?

His check size is not public. The sources we found do not disclose how much he put into NavigateAI or any other company.

Who else invested in NavigateAI's seed round?

Elad Gil led the round. Khosla Ventures, Lennar, Tishman Speyer and Helix Electric also participated, along with angels from Ramp, Harvey.ai, Decagon, DoorDash and others.

How should a founder approach Gautam Gupta?

We found no public contact page or stated pitch process for him. A warm introduction from a shared investor or founder, such as someone in the NavigateAI round, is the most practical route.

Is Gautam Gupta an angel investor?

Yes. Gautam Gupta invests personally as an angel.

What AI companies has Gautam Gupta invested in?

Gautam Gupta's AI investments include NavigateAI. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.

What stage does Gautam Gupta invest at?

In the rounds tracked on Lounge, Gautam Gupta has invested at Seed, with a median round of $25M.

Who does Gautam Gupta co-invest with?

Gautam Gupta's most frequent co-investors on Lounge are Elad Gil (1 deal), Winston Weinberg (1 deal), Zach Frankel (1 deal), Lennar (1 deal) and Affinity Partners (1 deal).

How can founders reach Gautam Gupta?

Founders on Lounge can see Gautam Gupta's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with them under Warm Paths, and add Gautam Gupta to their Investor Pipeline to track the conversation.

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