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Fillwarden vs Tailscale

Both sit in security & privacy. Here is how they differ on the things you can actually check.

On price: Tailscale starts $21 a month cheaper than Fillwarden ($8 against $29, 72% less) on its Standard tier. Both figures were read from the vendors' own pricing pages on the dates shown below.

Fillwarden

fillwarden.pages.dev

For B2B software teams answering enterprise security questionnaires. Completed questionnaires you import become an answer library; Fillwarden then matches each question in a buyer's Excel or CSV file, such as a SIG Lite or CAIQ, to your past answers, marks each row as a strong match, one to check or no match, and gives back the buyer's own workbook filled with its formatting kept. It does not write new answers or read PDF or Word questionnaires, and files are read and saved in your browser rather than uploaded. Free covers an unlimited library and matching, with up to 20 answers written into each downloaded file; Pro writes every matched answer, with a 14-day money-back promise.

Free planSecurity & Privacy
Visit Fillwarden

Tailscale

tailscale.com

Identity-based zero-trust connectivity over WireGuard: devices join a private mesh in minutes without opening ports or running a VPN concentrator.

Free planSecurity & Privacy
Visit Tailscale
Fillwarden and Tailscale compared attribute by attribute
 FillwardenTailscale
Entry price$29/mo$8/mo
Entry planProStandard
Paid annually——
Price checked4 Nov 202619 Oct 2026
Pricing modelFree planFree plan
Free planYesYes
CategorySecurity & PrivacySecurity & Privacy
Around since——

Every price here was read from the vendor's own pricing page, most recently on 4 Nov 2026. Entry tier only — vendors change pricing without notice.

Fillwarden vs Tailscale, answered

Is Fillwarden cheaper than Tailscale?
No — Tailscale is the cheaper entry point, at $8 a month against Fillwarden's $29, 72% less.
Do Fillwarden or Tailscale have a free plan?
Both do. Fillwarden and Tailscale each publish an ongoing free tier rather than a time-limited trial.
What is the difference between Fillwarden and Tailscale?
Fillwarden: For B2B software teams answering enterprise security questionnaires. Completed questionnaires you import become an answer library; Fillwarden then matches each question in a buyer's Excel or CSV file, such as a SIG Lite or CAIQ, to your past answers, marks each row as a strong match, one to check or no match, and gives back the buyer's own workbook filled with its formatting kept. It does not write new answers or read PDF or Word questionnaires, and files are read and saved in your browser rather than uploaded. Free covers an unlimited library and matching, with up to 20 answers written into each downloaded file; Pro writes every matched answer, with a 14-day money-back promise. Tailscale: Identity-based zero-trust connectivity over WireGuard: devices join a private mesh in minutes without opening ports or running a VPN concentrator.

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