Comparison

Keepsake vs Trustworthy

Trustworthy calls itself the Family Operating System — polished, US-focused, and built entirely on their cloud. Keepsake starts from the opposite premise: nobody but your family should ever be able to read your documents.

Is Keepsake or Trustworthy the better family document vault?

They answer different questions. Trustworthy is a polished, US-focused managed service at $120–480 a year, with phone support and estate-planning workflows, and its staff can read your documents server-side. Keepsake costs from £19 a year, encrypts on your device so nobody at Keepsake can read anything, and keeps working offline and after the company. Choose Trustworthy for hand-holding, Keepsake for custody.

KeepsakeTrustworthy
Documents stored onYour devices + your own cloudTrustworthy's cloud (AWS)
Can the vendor read them?Never — encrypted on-deviceYes — server-side processing (SOC 2 audited)
PriceFree / £19 yr Premium / £29 yr Family / £79 yr Teams$120 to $480 per year
OCR / document intelligenceOn-device, offlineCloud AI ("Autopilot")
Works offlineFullyNo
Family sharingKey-based, up to 6Yes, mature — collaborators & advisors
If you stop payingDocuments stay usable on-deviceRead-only, then export or lose access
If the company shuts downEverything keeps workingExport window, then gone
PlatformsWindows, Android, Web/iOS PWAiOS, Android, Web
Estate/advisor workflowsBasic (emergency kit)Extensive (US-centric)

Keepsake prices are in pounds sterling (£); Trustworthy's are its own published list prices, quoted in their original currency and unconverted.

When Trustworthy is the better choice

  • You want a managed, hand-holding service with phone support and are comfortable with a US cloud holding the family's documents.
  • You need their estate-planning and advisor-collaboration workflows today.
  • Budget is not a concern ($120–480/yr vs £19–79/yr).

When Keepsake is the better choice

  • You believe passports and medical records should never be readable by any company — architecture over promises.
  • You want offline access (travel, poor connectivity) and a Windows desktop app.
  • You want documents that outlive any vendor: open format, offline licenses, your own storage.
  • Your documents are not US-centric — regional IDs, multi-language OCR roadmap.

The honest verdict

Trustworthy is a genuinely good product for affluent US families who want concierge-style document management and accept the trade: their cloud, their servers, their (audited) access, at 6–25× Keepsake's price. Keepsake is for people who read "SOC 2 compliant" and still think: the safest server is the one that doesn't exist. We hold nothing, so we can leak nothing — and your vault works on a plane, in a village, or after we're gone.