SharePoint is built for broad enterprise collaboration inside Microsoft 365. SendSafely is built for the regulated, externally-shared subset where the file shouldn't be readable by the platform — split-key encrypted client-side, recipients verify before decryption, audit trail to your SIEM.
A side-by-side picture of what SharePoint is built for, and where SendSafely is built differently.
Each row reflects how the two products approach the same problem. Both companies maintain their own certifications and audit programs — consult each vendor's public documentation for current capabilities.
| Feature | SendSafely | SharePoint |
|---|---|---|
| Client-side encryption (before upload) | Yes — OpenPGP | Server-side at rest; Microsoft holds the keys |
| Split-key architecture | Yes — no admin path to plaintext | Microsoft and tenant admins have access |
| External sharing without a tenant account | One-time link + identity verification | Azure AD federation or guest account required |
| Cross-platform reach | Outlook, Gmail, four helpdesk apps, REST API | Optimized for Microsoft 365 |
| Max file size per send | Up to 100 GB | Up to 250 GB per file (configurable) |
| HIPAA BAA | On Business and Enterprise plans | Within Microsoft compliance framework |
| Audit log API | REST endpoint, JSON records | Comprehensive within Microsoft 365 audit |
Comparative claims reflect publicly documented behavior of SharePoint as of the page's last update. SharePoint maintains its own product roadmap; consult their documentation for current capabilities.
SharePoint encrypts at rest server-side; Microsoft holds and manages the keys. SendSafely encrypts on the sender's device with OpenPGP, and the decryption key is split — neither SendSafely nor Microsoft can read the contents on its own.
External recipients don't need an Azure AD account or guest invitation. They get a one-time secure link, verify identity, and decrypt locally.
Outlook plug-in, Gmail extension, Zendesk app, Salesforce app, Intercom app, Freshdesk app — encryption follows the workflow regardless of which surface the file originates from.
Teams using SharePoint as their collaboration hub typically pair it with SendSafely for the externally-shared, regulated subset — the part where the file leaves Microsoft 365 and the encryption needs to survive on platforms Microsoft doesn't manage.
SharePoint keeps the internal collaboration. The externally-shared, regulated subset moves to encrypted storage, with the Outlook plug-in covering what still goes out by email. Unity uses that split to keep secrets out of email, Slack, Zendesk, and Jira.
Every file is encrypted on the sender's device using OpenPGP. SendSafely sees ciphertext only — the decryption key is split so nobody, not even SendSafely, can read the contents on its own.
Audited annually. SendSafely maintains the certifications regulated industries require.
Real product demo, real questions, no slideware. Bring your toughest SharePoint edge case and we'll walk through the SendSafely architecture against it.