Tailscale
private networkingIdentity-based private networking built on WireGuard (a mesh VPN), now also selling privileged access management (Tailscale PAM, from the Border0 purchase) and an AI gateway for agents (Aperture). Toronto.Source tailscale.com (company site)
- What the company does
- Identity-based private networking built on WireGuard (a mesh VPN), now also selling privileged access management (Tailscale PAM, from the Border0 purchase) and an AI gateway for agents (Aperture). Toronto.
- Sector
- Private networking
- Last round
- Series C, US$160M, 2025-04-08
- Position size (illustrative)
- $5.0M · made-up fund, not a fact about Tailscale
New information
Previous decisions
SofiaExamplerecommended an alternative· Apr 14· Resolved
Do not follow Buoy's action: Cut Tailscale's growth case and hold back follow-on reserves: Cloudflare will win agent networking.
On: Cloudflare launched Mesh for private networks and agents
Target missed: OpenAI's Codex Cloud launched with Tailscale as its only VPN option. source
PriyaExampleaccepted Buoy's action· Apr 14· Resolved
Cut Tailscale's growth case and hold back follow-on reserves: Cloudflare will win agent networking.
On: Cloudflare launched Mesh for private networks and agents
Target missed: OpenAI's Codex Cloud launched with Tailscale as its only VPN option. source
MarcusExamplerecommended an alternative· Apr 14· Resolved
Do not follow Buoy's action: Cut Tailscale's growth case and hold back follow-on reserves: Cloudflare will win agent networking.
On: Cloudflare launched Mesh for private networks and agents
Target missed: OpenAI's Codex Cloud launched with Tailscale as its only VPN option. source
DanielExampleaccepted Buoy's action· Oct 6· Proposed
Ask how many paid sign-ups came through Codex Cloud since Oct 6.
On: OpenAI's Codex Cloud launched with Tailscale as its only VPN
DanielExampleaccepted Buoy's action· Apr 14· Resolved
Cut Tailscale's growth case and hold back follow-on reserves: Cloudflare will win agent networking.
On: Cloudflare launched Mesh for private networks and agents
Target missed: OpenAI's Codex Cloud launched with Tailscale as its only VPN option. source
SofiaExamplerecommended an alternative· Mar 17· Resolved
Do not follow Buoy's action: Expect more security products; ask the CEO for access-management revenue at the next update.
On: Tailscale bought Border0, its first acquisition
Target met: Tailscale made its Aperture AI gateway generally available. source
PriyaExampleaccepted Buoy's action· Mar 17· Resolved
Expect more security products; ask the CEO for access-management revenue at the next update.
On: Tailscale bought Border0, its first acquisition
Target met: Tailscale made its Aperture AI gateway generally available. source
MarcusExampleaccepted Buoy's action· Mar 17· Resolved
Expect more security products; ask the CEO for access-management revenue at the next update.
On: Tailscale bought Border0, its first acquisition
Target met: Tailscale made its Aperture AI gateway generally available. source
DanielExampleaccepted Buoy's action· Mar 17· Resolved
Expect more security products; ask the CEO for access-management revenue at the next update.
On: Tailscale bought Border0, its first acquisition
Target met: Tailscale made its Aperture AI gateway generally available. source
Likely buyers
Likely buyers
List as of 2026-10-25.
- Why
- 2 more reasons are not shown: their quotes do not name both companies.
- Why
- agreed to buy Symmetry Systems (2026, adjacent) zscaler.comPress releaseQuote supports only part of thisinferred
- Why
- 1 more reason is not shown: its quote does not name both companies.
- Why
- 1 more reason is not shown: its quote does not name both companies.
- Why
- 1 more reason is not shown: its quote does not name both companies.
Not ranked: no reason counts on this date (1)
- Why
- No reason on file except a deal that counts against it.
- Against
- agreed to buy BastionZero, a direct rival of Tailscale, in 2024; that lowers it for about 3 years cloudflare.comPress releaseQuote supports only part of thisinferred
Next steps
No buyer-list change between these dates.