# David Crawshaw
Building since 2020. Not reviewed by David.
Page: https://mrrmaker.com/@davidcrawshaw
Co-founded Tailscale (2019), then exe.dev (2025); $35M raised (2026)
In their words: "CEO and co-founder of exe.dev. […] Before that: CTO and co-founder of Tailscale" (github.com)

## Numbers
- Products: 3
- Building since: 2020

## Products
- exe.dev (2025 →): running
- Tailscale (2020 →): running
- Sketch (2025): shut down

## Timeline
- Aug 2026: On ThursdAI, episode of August 6, 2026 [stated]
- Jul 2026: On The Kubelist Podcast, episode 54 [stated]
- Dec 2025: Launched exe.dev [stated]
- Jan 2025: Launched Sketch [stated]
- Jun 2023: On The Engineering Leadership Podcast, episode 135 [stated]
- Sep 2020: On Software Engineering Daily: Tailscale, Private Networks [stated]
- Apr 2020: Launched Tailscale [stated]
- 2019: Co-founded Tailscale in 2019 and served as its CTO until 2024 [stated]
- Mar 2018: Left Google to start a software business [stated]

## How sure
3 verified by someone other than David, 32 stated by David in public, 2 outdated. Read on 11 Oct 2026.

## Sources
- crawshaw blog, crawshaw.io: https://crawshaw.io
- github.com: https://api.github.com/users/crawshaw
- crawshaw - 2018-03-27, crawshaw.io: https://crawshaw.io/blog/leaving-google
- crawshaw - 2025-01-06, crawshaw.io: https://crawshaw.io/blog/programming-with-llms
- crawshaw - 2026-02-08, crawshaw.io: https://crawshaw.io/blog/eight-more-months-of-agents
- crawshaw - 2026-04-22, crawshaw.io: https://crawshaw.io/blog/building-a-cloud
- crawshaw - 2026-05-07, crawshaw.io: https://crawshaw.io/blog/agent-principal-agent
- Meet exe.dev, Modern VMs - exe.dev blog, blog.exe.dev: https://blog.exe.dev/meet-exe.dev
- Series A for exe.dev - exe.dev blog, blog.exe.dev: https://blog.exe.dev/series-a
- exe.dev - ssh exe.dev, exe.dev: https://exe.dev
- About - exe.dev, exe.dev: https://exe.dev/about
- Sketch has been discontinued - exe.dev, sketch.dev: https://sketch.dev
- sketch blog, sketch.dev: https://sketch.dev/blog
- Tailscale raises $100M… to fix the Internet, tailscale.com: https://tailscale.com/blog/series-b
- Tailscale raises $160 Million (USD) Series C to build the New Internet, tailscale.com: https://tailscale.com/blog/series-c
- Tailscale closes $128 million CAD Series B to scale VPN service, amass more developer evangelists | BetaKit, betakit.com: https://betakit.com/tailscale-closes-128-million-cad-series-b-to-scale-vpn-service-amass-more-developer-evangelists
- Corporate VPN startup Tailscale secures $230 million CAD Series C on back of “surprising” growth | BetaKit, betakit.com: https://betakit.com/corporate-vpn-startup-tailscale-secures-230-million-cad-series-c-on-back-of-surprising-growth/
- Tailscale catches AI tailwinds as it nears 40,000 paid business customers | BetaKit, betakit.com: https://betakit.com/tailscale-catches-ai-tailwinds-as-it-nears-40000-paid-business-customers/
- Tailscale secures $12m in its Series A round, fintech.global: https://fintech.global/2020/11/11/tailscale-secures-12m-in-its-series-a-round/
- The Kubelist Podcast | Ep. #54, The Age of Personalized Software with David Crawshaw | Heavybit, heavybit.com: https://www.heavybit.com/library/podcasts/the-kubelist-podcast/ep-54-the-age-of-personalized-software-with-david-crawshaw
- Tailscale: Private Networks with David Crawshaw - Software Engineering Daily, softwareengineeringdaily.com: https://softwareengineeringdaily.com/2020/09/30/tailscale-private-networks-with-david-crawshaw
- ELC Podcast - Rapid prototyping & developing your product instinct, sfelc.com: https://sfelc.com/podcasts/rapid-prototyping-and-developing-your-product-instinct-david-crawshaw-tailscale
- David Crawshaw (exe.dev) — ThursdAI guest, thursdai.news: https://thursdai.news/guests/davidcrawshaw
- Site checks on 2026-10-11, MRRMaker: https://mrrmaker.com/how-it-works#checks

Labels: "verified" means confirmed by someone other than the founder; "stated" means the founder said it in public. Method: https://mrrmaker.com/how-it-works