# Jon Callaghan: angel investments and portfolio > Jon Callaghan is an angel. 5 investments on record, latest Sept 2010. Portfolio, stages, co-investors and team. Source: https://millionrounds.com/fund/jon-callaghan (Millionrounds; every figure on the page links to its filing or article) [Investor](https://millionrounds.com/investors) # Jon Callaghan Last cheque observed Sep 2010. Silence since then is not evidence of inactivity: our sources miss unannounced rounds. Quiet Angel Series A Seed Cheques on record **0%** of best year **0** **cheques in 12 months**, 5 on record Since the last cheque **5885** days **00** hrs **00** min **00** sec Median round **$1.0M** Rounds led **0 of 5** Exits **2 from the portfolio** Mostly in **United States, 100%** Pitch Jon Callaghan ## Jon Callaghan highlights - 01 5 rounds on record - 02 Mostly Series A and Seed: 100% of its rounds - 03 2 exits from the portfolio ## What they do - **Type:** Angel (from a list, unverified) - **Cheque size:** Not stated - **Cold pitches:** Not stated ## The record Every round we can evidence, newest first **5 appearances** - **2010** 2 rounds - **Sept** **[AdKeeper](https://millionrounds.com/company/adkeeper)** Series A · US · techcrunch.com **$8.0M** With 9 others - **Sept** **[Keep Holdings](https://millionrounds.com/company/keep-holdings)** Series A · US · techcrunch.com **$8.0M** With 9 others - **2009** 1 round - **May** **[1000 Markets](https://millionrounds.com/company/1000-markets)** Seed · US · techflash.com **$500K** With 2 others - **2007** 1 round - **Jul** **[ChessPark](https://millionrounds.com/company/chesspark)** Seed · US · thealarmclock.com **$1.0M** With 2 others - **2006** 1 round - **Jun** **[Gigaom](https://millionrounds.com/company/gigaom)** Series A · US · gigaom.com **$325K** With 1 other An announcement gives the size of the round, not the size of this investor's cheque: the only rounds that imply a cheque are those where they were the sole named investor. ## Exits from the portfolio Companies it backed that were later bought or listed **2 in all** **[1000 Markets](https://millionrounds.com/company/1000-markets)** Bought by Bonanza **Undisclosed** Sept 2012 **[ChessPark](https://millionrounds.com/company/chesspark)** Bought by Chess.com **Undisclosed** Dec 2009 An exit counts when it came after the firm's first round in the company. From historical deal records. ## The cheque Series A Seed Median round joined **$1.0M** the round, not its cheque Led 0 of 5 rounds **0%** - **Sole investor:** Never alone - **Last cheque:** Sept 2010 - **Exits:** 2 from the portfolio Rounds by stage said on their site - Series A *3* - Seed *2* Cheques by year Led Joined 2006 2010 Often in the room with - [Bessemer Venture Partners](https://millionrounds.com/fund/bessemer-venture-partners) 2 - [Betaworks](https://millionrounds.com/fund/betaworks) 2 - [Dixon Doll](https://millionrounds.com/fund/dixon-doll) 2 - [First Round Capital](https://millionrounds.com/fund/first-round-capital) 2 - [Lerer Ventures](https://millionrounds.com/fund/lerer-ventures) 2 - [Scott Kurnit](https://millionrounds.com/fund/scott-kurnit) 2 **Pitching Jon Callaghan?** Put them on your fundraising board with this record on the card, and follow them to hear when they write a new cheque. Add to your CRM *→* ## Who they invest alongside The investors most often in the same rounds as Jon Callaghan. A count of rooms they were both in, not a relationship either has claimed. [**Bessemer Venture Partners** VC firm **2** rounds together](https://millionrounds.com/fund/bessemer-venture-partners)[**Betaworks** VC firm **2** rounds together](https://millionrounds.com/fund/betaworks)[**Dixon Doll** Angel **2** rounds together](https://millionrounds.com/fund/dixon-doll)[**First Round Capital** VC firm **2** rounds together](https://millionrounds.com/fund/first-round-capital)[**Lerer Ventures** VC firm **2** rounds together](https://millionrounds.com/fund/lerer-ventures)[**Scott Kurnit** Angel **2** rounds together](https://millionrounds.com/fund/scott-kurnit)[**Spark Capital** VC firm **2** rounds together](https://millionrounds.com/fund/spark-capital)[**Stan Shuman** VC firm **2** rounds together](https://millionrounds.com/fund/stan-shuman)[**The New York Times** VC firm **2** rounds together](https://millionrounds.com/fund/the-new-york-times)[**True Ventures** VC firm **2** rounds together](https://millionrounds.com/fund/true-ventures) ## On podcasts 3 episodes naming Jon Callaghan in the title, and 4 more that mention it. - [The Full Ratchet](https://millionrounds.com/podcasts/full-ratchet) 2 Feb 2026 · 1h 5m 501. Spotting the Next Big Thing, Why This Cycle Is Different, Acceptable vs Unacceptable Risk, and Why Duration Is a Feature Not a Bug (Jon Callaghan) Mentions [Jon Callaghan](https://millionrounds.com/fund/jon-callaghan) Apple PodcastsShow page - [TBPN](https://millionrounds.com/podcasts/tbpn) 28 Aug 2025 · 3h 28m NVIDIA Earnings Breakdown | Doug O’Laughlin, Ajay Agarwal, Koen Bok & Jorn Van Dijk, Hussein Fazal, Oisin Hanrahan, Jon Callaghan, Shane Hegde With [Ajay Agarwal](https://millionrounds.com/person/ajay-agarwal)[Hussein Fazal](https://millionrounds.com/person/hussein-fazal)[Jorn Van Dijk](https://millionrounds.com/person/jorn-van-dijk) Mentions [Jon Callaghan](https://millionrounds.com/fund/jon-callaghan)[Bain Capital](https://millionrounds.com/fund/bain-capital)[Bain Capital Ventures](https://millionrounds.com/fund/bain-capital-ventures) Apple PodcastsShow page - [The Twenty Minute VC](https://millionrounds.com/podcasts/20vc) 6 Sept 2017 · 32 min 20VC: Why Investors Have The Biggest Problem with Bias, Why Our Job Is To Maximise Risk & Why It Is Essential To Get Good at Losing with True Ventures Founder, Jon Callaghan Mentions [Jon Callaghan](https://millionrounds.com/fund/jon-callaghan) Apple PodcastsShow page ### Mentioned in - [The Full Ratchet](https://millionrounds.com/podcasts/full-ratchet) 21 May 2026 · 7 min Investor Stories 476: Staying in Your Zone of Genius, Why People Change for Themselves, and The Hard Lessons of Founder Accountability (Callaghan, Schlacks, Dillon) Apple PodcastsShow page - [The Full Ratchet](https://millionrounds.com/podcasts/full-ratchet) 9 Apr 2026 · 6 min Investor Stories 470: Passing on Uber, Perplexity, and Fintech's Breakout Winners, The Stories Behind the Misses (Orthlieb, Callaghan, Byunn) Apple PodcastsShow page - [Fund/Build/Scale](https://millionrounds.com/podcasts/fund-build-scale) 29 Jan 2026 · 50 min What Investors Actually Look For in the First 18 Months Apple PodcastsShow page - [StrictlyVC Download](https://millionrounds.com/podcasts/strictlyvc-download) 6 Jan 2026 · 34 min True Ventures' contrarian playbook: High ownership, low noise Apple Podcasts ## Quick answers about Jon Callaghan ### What does Jon Callaghan invest in? Jon Callaghan invests most often at Series A and Seed (100% of the rounds on record). ### How active is Jon Callaghan? 5 investments on record, 0 of them in the last 12 months. The most recent was in Sept 2010. ### How big are Jon Callaghan's cheques? The median round it joins is $1.0M. ### Does Jon Callaghan lead rounds? Rarely, if at all: none of its 5 investments on record names it as the lead. ### Where does Jon Callaghan invest? Most of the companies it backs are in the United States (100%). ### Is Jon Callaghan investing now? No investments in the last 12 months; the latest was in Sept 2010. ### Who does Jon Callaghan invest alongside? Most often Bessemer Venture Partners (2 rounds together), Betaworks (2 rounds together) and Dixon Doll (2 rounds together). ### What kind of investor is Jon Callaghan? Jon Callaghan is an angel. ## Raising now? Find the investors who back rounds like yours, and keep every conversation on one fundraising board. 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