Tailscale's website preview

Well Run profileThe Chase Pack · #145 of 720

Position 145

Tailscale

Zero-config VPN / secure networking built on WireGuard

Pace
4:05/kmRace4.5
Distance
Distance Half.
Open ops roles
2
Last week
#124
Move
▼ 21
Peak
#124
Weeks in the 100
0
The Chart →
Rank and score over time
Board rank
#114#132#149#124Oct 18#139Oct 25
Pace score
02464.5Oct 184.5Oct 25

One point per Sunday re-rank, tracking since Oct 18. The lines fill in week by week.

Tailscale runs in the Race lane (4:05/km): 56 of 111. Further right = more momentum. No competitors on the board yet, so it runs alone.

Also competes with: Cloudflare (Zero Trust), Zscaler, Twingate, NetBird, ZeroTier

Total raised
~$275Msee rounds ↓
Headcount
~300 (company-stated to BetaKit)as of Jul 2026 betakit.com ↗
Founded
2019
HQ
Toronto, Canada (remote-first)

Leadership

The problem

Connecting devices, servers and AI workloads securely without complex VPNs

What they do

Zero-config VPN / secure networking built on WireGuard

Traction ~40k paid business customers; sales doubling in 2026

Hiring trend

Open roles
59
Ops roles
2
Headcount
~300

~300 staff (+12% per Revelio); 63 open roles

Hiring in

  • Toronto
  • Vancouver
  • Denver
  • Remote (US)
  • Remote (Canada)

Funding

Last round
$160M
Stage
Series C
Date
Apr 2025

Led by Accel

Distance

Half · edge: grows with users

Popular WireGuard networking with ~40k paying businesses and sales doubling; Cloudflare and Zscaler loom larger.

Sources: BetaKit: Tailscale nears 40,000 paid business customers (Jul 2026) ↗

Last checked Oct 25, 2026

News timeline

  1. Oct 2026Commits multi-million-dollar investment to sovereign AI; hires GM tailscale.com ↗
  2. Aug 2026TailscaleUp: launches Tailscale PAM, DNS filtering and Aperture AI gateway updates networkworld.com ↗
  3. Jul 2026Nears 40,000 paid business customers; hires Mike Shaver as VP Engineering betakit.com ↗
  4. Mar 2026Makes first acquisition, buying privileged-access startup Border0 betakit.com ↗
  5. Apr 2025Raises $160M Series C led by Accel at $1.45B valuation tailscale.com ↗

Funding historyTotal raised ~$275M

  1. Apr 2025Series C$160Mat $1.45BLed by Accel betakit.com ↗
  2. May 2022Series B$100Mat $1BLed by CRV, Insight Partners theglobeandmail.com ↗
  3. Nov 2020Series A$12MLed by Accel businesswire.com ↗
  4. Apr 2020Seed$3MLed by Uncork Capital, Heavybit app.dealroom.co ↗

Profile facts checked Oct 19, 2026. Every fact links to its public source.

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