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Jay Simons

AI angel investor
Jay Simons is a General Partner at BOND and former Atlassian president. He angel invests in enterprise software and AI companies, including Baseten, Twelve Labs, Runway and Sycamore.
Artificial IntelligenceEnterprise SoftwareSaaSDeveloper Tools
Focus: Seed · Series A · Enterprise software · AI infrastructure · AI agents · Developer tools

About Jay Simons

Background

Jay Simons is a General Partner at BOND, based in San Francisco. Before BOND he was president of Atlassian. He joined Atlassian in 2008 as vice president of sales and marketing, where he worked on its low-touch, high-velocity sales model. A talk listing describes him as running Atlassian from 2012 to 2020, taking it from pre-IPO to about $3B in revenue.

Earlier he worked at Plumtree Software in senior marketing and sales roles. He then became vice president of marketing at BEA Systems after BEA acquired Plumtree in 2005.

At BOND, his focus is emerging enterprise software companies and the scaling of modern SaaS business models globally. According to BOND, he sits on the boards of Baseten, BrowserStack, HubSpot, Kobold Metals and Zapier.

Angel investing track record

PitchBook lists Simons as an individual angel investor with 21 investments and 2 exits. Crunchbase counts 22 personal investments. Tracxn dates his first startup investment to 2019, through Clockwise.

Crunchbase shows him as an investor in Front, 1Password, Clockwise, Maze and Earlywork. PitchBook also lists Hoop (seed, June 2024), Earlywork (December 2023), Pace (August 2022), Magical (June 2022) and LaunchNotes (December 2021). Check size and ownership for his personal investments are not public.

AI investments

On the Lounge deals desk, Simons is tied to Sycamore's $65M seed round in March 2026. The company says Coatue and Lightspeed Venture Partners led the round and lists Simons among its angel investors. Sycamore builds an operating system for enterprise AI agents and is led by CEO Sri Viswanath, a former Atlassian CTO.

PitchBook lists other AI-related personal investments: Factory AI (November 2023), Runway (2023), Twelve Labs (December 2022) and Baseten (April 2022). TwelveLabs names him on its investors and board page. BOND also lists ElevenLabs among the investments he is actively involved with.

Investment focus

Public sources place Simons in enterprise software, SaaS and developer and productivity tools, with a growing set of AI infrastructure and application companies. His personal deals run from seed through later rounds, such as Retool in 2022. NFX Signal lists him under seed and Series A SaaS in the San Francisco Bay Area. NFX shows an investment range of $1M to $25M, which describes his BOND investing and not his angel checks. He has not published a personal check size or a statement of what he looks for.

Notable portfolio companies
  • Sycamore: enterprise agent operating system; angel in the March 2026 $65M seed round
  • Twelve Labs: video-native multimodal AI; seed round, December 2022
  • Baseten: model deployment infrastructure; Series A, April 2022; he is also on the board
  • Runway: AI tools for media and design; listed by PitchBook in 2023
  • Factory AI: software development agents; listed by PitchBook in November 2023
  • Retool: internal tools platform; listed by PitchBook in January 2022
  • Magical: workflow automation; Series A, June 2022
  • Front: shared inbox and email collaboration; listed on Crunchbase
Sources

Investing activity

Jay Simons appears in 1 AI deal tracked by the Lounge deals desk, rounds totalling $65M. The rounds are mostly Seed, with a median round size of $65M. The most recent is Sycamore (Seed, $65M, Mar 2026).

Jay Simons most often invests alongside Lightspeed Venture Partners, Coatue, Soham Mazumdar and Dell Technologies Capital, and the companies they back on Lounge are mostly in AI.

Deals

1
AI rounds and acquisitions Jay Simons took part in, newest first.

Frequently asked questions about Jay Simons

Who is Jay Simons?

Jay Simons is a General Partner at BOND and a former president of Atlassian. He also makes personal angel investments in software and AI companies.

Did Jay Simons invest in Sycamore?

Yes. Sycamore's March 30, 2026 press release lists Jay Simons, General Partner at BOND, among the angel investors in its $65M seed round. Coatue and Lightspeed led the round.

What AI startups has Jay Simons backed?

PitchBook lists Factory AI, Runway, Twelve Labs and Baseten among his personal investments. Sycamore joined that list in 2026.

What is Jay Simons' angel check size?

He has not published one. NFX Signal shows a $1M to $25M range for his BOND investing, which is not his angel check size.

What stage and sectors does Jay Simons invest in?

His public investments are in enterprise software, SaaS, developer tools and AI, from seed to later-stage rounds. His BOND profile says he focuses on emerging enterprise software companies.

How can founders contact Jay Simons?

He is on X and LinkedIn, and BOND lists him on its partner page. No personal website or public pitch process was found.

Is Jay Simons an angel investor?

Yes. Jay Simons invests personally as an angel.

What AI companies has Jay Simons invested in?

Jay Simons's AI investments include Sycamore. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.

What stage does Jay Simons invest at?

In the rounds tracked on Lounge, Jay Simons has invested at Seed, with a median round of $65M.

Who does Jay Simons co-invest with?

Jay Simons's most frequent co-investors on Lounge are Lightspeed Venture Partners (1 deal), Coatue (1 deal), Soham Mazumdar (1 deal), Dell Technologies Capital (1 deal) and Rajiv Gupta (1 deal).

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