Trust
Security & compliance
SOC 2
SLA uptime target: Not specified
Security review turnaround: Not specified
DPA available: Not specified
Tailscale is a zero-configuration VPN built on WireGuard that creates a secure mesh network between devices and servers, enabling private networking without complex infrastructure.
Pricing
$0-6+ / user / month
Founded
2019
Team size
201-500 employees
Headquarters
Toronto, Canada
At a glance
Best for
Solo / freelancer, Startup (1-50), Small business (51-200), Mid-market (201-1,000), Enterprise (1,000+)
Pricing model
Tiered plans
Try before you buy
Security
SOC 2
About Tailscale
Tailscale is a zero-configuration VPN built on WireGuard that creates a secure mesh network between devices and servers, enabling private networking without complex infrastructure.
Tailscale serves businesses looking for reliable security solutions. The platform integrates with popular business tools and provides a modern interface designed for productivity.
Founded in 2019 and based in Toronto, Canada, Tailscale has built a growing customer base that includes companies across technology, finance, and professional services sectors.
Sync Tailscale with Cubbie
Cubbie connects straight to the Tailscale admin API, so your seats, usage, and plan stay current without anyone updating a spreadsheet. That is what turns renewals and unused licenses into something you can act on.
Tailnet user roster (members vs. shared-in users)Per-user role (owner / admin / member / auditor / etc.)Per-user activity: last seen and currently-connected statusUser status (active / idle / suspended / needs-approval) and device count
Connecting takes about a minute. Paste a read-only key from your Tailscale admin settings. Cubbie never writes to your account.
Buyer Fit & Positioning
Procurement & Fit
Structured facts from the vendor to help your security, finance, and procurement reviews move faster.
Pricing
Commercial model
Pricing model: Tiered plans
Free trial: Yes
Free plan: Yes
Contract minimum: Not specified
Procurement
Purchasing & legal
The vendor hasn’t added purchasing & legal details yet.
Fit
Best-fit company size
Solo / freelancerStartup (1-50)Small business (51-200)Mid-market (201-1,000)Enterprise (1,000+)
Implementation & Procurement
Commercial Fit & Ecosystem
Proof, Outcomes & Momentum
Alternatives, Migration & Buyer Objections
Buy through Cubbie
Tailscale
Tailscale doesn’t have a live offer on Cubbie yet, but you can still buy it through us. Request it and Cubbie’s procurement team will source pricing, negotiate terms, and set up the purchase for you.
Want a negotiated price? Request a quote for Tailscale and Cubbie routes it to the vendor and our procurement team.
