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KnowBe4 vs Tailscale

Updated June 2026 · A structured head-to-head comparison.

Security awareness training and phishing simulation

WireGuard-based mesh VPN

The verdict

Both KnowBe4 and Tailscale are credible security privacy tools, and the right pick comes down to your priorities.

Choose KnowBe4 if you want a longer free trial (30 days). Security awareness training and phishing simulation

Choose Tailscale if you'd rather have a lower starting price (free – $6/user/mo), a free plan to start on, broader platform coverage and a higher overall rating (4.8/5). WireGuard-based mesh VPN

KnowBe4 vs Tailscale: side by side

DimensionKnowBe4Tailscale
Starting priceCustomFree – $6/user/moWinner
Free planNoYesWinner
Free trial30 daysWinner
Pricing modelSubscriptionFreemium
Best forSmb, Enterprise, It TeamsDevelopers, Startups, Remote Teams
PlatformsWeb, ApiWindows, Mac, Linux, Ios, Android, ApiWinner
Rating4.6/54.8/5Winner

KnowBe4 key facts

Vendor
KnowBe4
Pricing
Subscription — Custom
Free tier
Free trial (30 days)
Platforms
Web, Api
Best for
Smb, Enterprise, It Teams
Editor rating
4.6 / 5
Founded
2010
Headquarters
Clearwater, USA

Tailscale key facts

Vendor
Tailscale
Pricing
Freemium — Free – $6/user/mo
Free tier
Yes
Platforms
Windows, Mac, Linux, Ios, Android, Api
Best for
Developers, Startups, Remote Teams
Editor rating
4.8 / 5
Founded
2019
Headquarters
Toronto, Canada

Frequently asked questions

Is KnowBe4 better than Tailscale?

Neither is universally better — Tailscale edges ahead on overall rating, but the best choice depends on price, platforms, and your use case. See the side-by-side table above.

Is KnowBe4 or Tailscale cheaper?

Tailscale is the more affordable of the two to get started, at free – $6/user/mo. KnowBe4 starts at custom; Tailscale starts at free – $6/user/mo.

Can KnowBe4 replace Tailscale?

Yes for most teams — both are security privacy tools with heavily overlapping features. The main trade-offs are pricing and platform support, covered in the comparison above.