About
Avery Pennarun is the co-founder and CEO of Tailscale, a company building networking tools focused on identity-based connection between people and devices. Previously, Pennarun co-founded Net Integration Technologies, which was acquired by IBM, and worked on Google Wallet and Google Fiber. Their technical work includes programming in Go, Rust, Python, and POSIX shell.
Founder & CEO at Tailscale
Intro paths
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In turn, Avery can intro founders to Tailscale's investors below.
Tailscale's investors · 13
AccelPalo Alto · $1.6M – $70M checks · since 2025Avenir Growth CapitalNew YorkCRV (Charles River Ventures)Bay Area · $250K – $5M checks · since 2025Cyber Mentor FundNew YorkFlex Capital PartnersSan Francisco · $500K – $2M checksHeavybitSan Francisco · $500K – $5M checks · since 2025Insight PartnersNew York · $120M – $350M checks · since 2025Panache VenturesMontreal · $1.5M checksPreston-Werner VenturesSan Francisco Bay Area · $500K – $3M checksSummit PartnersBoston · $10M – $500M checksTenOneTen VenturesLos Angeles · $500K – $5M checksUncork CapitalSan Francisco · $3M – $5M checks · since 2025Zag Capital
Co-founders at Tailscale
BF
Brad FitzpatrickFounder
DC

David CrawshawFounder
Experience
- TailscaleCo-founder and CEOcurrent2019 — presentToronto, New York, Montreal
- Google FiberSenior Staff Software Engineer2011 — 2018New York, NY
- EQL Data Inc.Co-founder2009 — 2011
- Pacific and Western Bank of CanadaEVP Software Development2006 — 2010
- The Navarra GroupAdvisor2008 — 2009
- Net Integration Technologies, Inc.Co-founder and Chief Scientist1998 — 2006
- DebianDeveloper1996 — 2003
- Arius SoftwareSoftware Contractor2000
- Contemporary ControlsSoftware Contractor2000
- Bycast Inc. (now NetApp)Software Contractor2000
- Mitel SemiconductorSoftware Developer (Student)1999
- General DatacommSoftware Developer (Student)1997 — 1998
Skills & more
Python12Perl20Linux30C++13C10C#5SQL4Embedded Systems4Windows3iPhoneUser Interface2Blackberry2
From Avery's professional profile.
Frequently asked questions
- Who is Avery Pennarun?
- Avery Pennarun is the co-founder and CEO of Tailscale, a company building networking tools focused on identity-based connection between people and devices. Previously, Pennarun co-founded Net Integration Technologies, which was acquired by IBM, and worked on Google Wallet and Google Fiber. Their technical work includes programming in Go, Rust, Python, and POSIX shell.
- Where does Avery Pennarun work?
- Avery Pennarun is Founder & CEO of Tailscale.
- What companies did Avery Pennarun found?
- Avery Pennarun founded Tailscale.
- Where did Avery Pennarun go to school?
- Avery Pennarun studied at University of Waterloo (B.A.Sc., Computer Engineering).
Same school
Also attended University of Waterloo354
Chamath PalihapitiyaFounder & CEO of Social CapitalApoorva MehtaFounder of Instacart; founder of Cloud Health SystemsKarim GillaniGeneral Partner at Luge CapitalRohan MongaInvestment Associate at Luge CapitalAndrew MiklasGeneral Partner at Y CombinatorAniTalent Team at Hummingbird Ventures
+ 348 more
Shared employers
Also worked at Tailscale9
Joseph RuscioI build scalable, fault-tolerant, distributed systems.Jesse RobbinsFounder and Investor in AI Developer ToolsAileen AllenPartner at Mercury FundAndrew McLoughlinBrit in San Francisco; seed-stage venture capital investorReid ChristianGeneral Partner at CRV (Charles River Ventures)Amit KumarInvestor at Accel
+ 3 more
Also worked at Google Fiber1,692
Ron ConwayFounder of SV AngelElad GilSolo general partner investing through Gil CapitalKai-Fu LeeChairman of Sinovation Ventures and CEO of 01.AIBrian SingermanCo-founder of GPx; Partner Emeritus at Founders FundJess LeePartner and Chief Product Officer at Sequoia CapitalTomasz TunguzFounder & General Partner at Theory Ventures
+ 1,686 more




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