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Compare the Top Secure File Sharing Apps of 2026

A head-to-head comparison of the most popular secure file sharing apps in 2026, covering encryption, pricing, limits, and usability.

3 min read

The file sharing market in 2026 is crowded. Everyone claims to be secure, fast, and easy to use. But when you dig into the details, the differences are significant — especially around encryption, file limits, and recipient experience. Here is an honest breakdown of the top options.

Quick Comparison Table

AppE2E EncryptionMax File SizeFree TierLink ExpiryRecipient AccountCompression
StashYesUnlimitedYesNeverNoNone
WeTransferNo2GB (free) / 200GB (pro)Yes7 daysNoNone
Dropbox TransferNo100MB (free) / 100GB (pro)Yes7 daysNoNone
Google DriveNo5TB15GB storageConfigurableSometimesNone
Tresorit SendYes5GBYes7 daysNoNone
SmashNoUnlimitedYes14 daysNoNone
OneDriveNo250GB5GB storageConfigurableSometimesNone

Breaking Down the Key Differences

Encryption

Only Stash and Tresorit Send offer true end-to-end encryption on the free tier. Every other service uses server-side encryption, meaning the provider can access your files. If privacy matters to you, this is the most important column in the table above.

File Size Limits

Stash and Smash both offer unlimited file sizes on their free tiers — a rare combination. WeTransfer’s 2GB free limit is the most common pain point that drives users to alternatives. Google Drive offers enormous individual file limits (5TB) but those files count against your storage quota.

Most free tiers force link expiration within 7–14 days. Stash is the notable exception with no expiration — your links remain active until you manually delete the file. This matters for deliverables that clients may need to re-download weeks or months later.

Recipient Experience

Stash, WeTransfer, Smash, and Tresorit Send all allow recipients to download without creating an account. Google Drive and OneDrive sometimes require sign-in for larger files, which adds friction for recipients who are not already on those platforms.

Best For Each Use Case

Use CaseBest ChoiceWhy
Confidential business filesStash or TresoritE2E encryption protects contents
Quick transfer under 2GBWeTransferSimple, fast, well-known
Large video files (10GB+)Stash or SmashNo size limits on free tier
Team collaborationGoogle Drive or DropboxFolder sharing, real-time editing
Client deliverables that need to lastStashNo link expiration
One-off transfer, budget-consciousSmashUnlimited size, free

Frequently Asked Questions

Which app is the most secure?

For file sharing specifically, Stash and Tresorit offer the strongest security with true E2E encryption. The provider cannot access your file contents even if their servers are breached.

Which app is best for large files?

Stash and Smash both offer unlimited file sizes on free tiers. For enterprise-scale transfers (15TB+), Masv is purpose-built for the video industry but charges per-GB.

Is it safe to use free file sharing apps?

It depends on the app’s business model. Free apps funded by advertising may scan your files. Free tiers of privacy-focused services (like Stash) are genuinely secure — the paid tier simply unlocks additional capacity.

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