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Home Comparisons SendSafely vs Kiteworks
SendSafely vs Kiteworks

An end-to-end encrypted alternative to Kiteworks for secure file exchange.

Kiteworks delivers regulated file exchange with a heavyweight platform deployment. SendSafely is built into the tools your team already uses — encryption that lives inside Outlook, Gmail, Zendesk, Salesforce, Intercom, Freshdesk — and a split-key architecture that means even SendSafely can't read customer content.

At a glance

Two products, different jobs.

A side-by-side picture of what Kiteworks is built for, and where SendSafely is built differently.

What Kiteworks does well
  • Comprehensive policy engine for organizations with deep compliance programs
  • On-premises and private-cloud deployment options
  • Industry-specific content security suite covering MFT, secure email, and forms
Where SendSafely is different
  • Split-key architecture instead of admin-managed encryption. Kiteworks holds the keys (or your organization does, via customer-managed KMS). SendSafely uses a split-key model where neither half is sufficient to decrypt on its own — so neither SendSafely nor your administrators have a path to plaintext.
  • Native marketplace installs, not platform deployment. Kiteworks is a platform you deploy. SendSafely is encryption that drops into the platforms your team already runs — Outlook, Gmail, Zendesk, Salesforce, Intercom, Freshdesk — through native marketplace apps.
  • Verified recipients, no Kiteworks-style portal account. Recipients don't sign up for SendSafely. They get a one-time secure link, verify identity (email, SMS, SSO), and decrypt locally.
  • Audit log API direct to SIEM. Every send, recipient, and access event lands in the REST audit log with PACKAGE_EVENT, ADMIN_EVENT, USER_EVENT records — pipe directly to Splunk, Sumo Logic, Datadog, or your SIEM of choice.
Feature comparison

SendSafely and Kiteworks side by side.

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 Kiteworks
Client-side encryption (before upload) Yes — OpenPGP, every file Yes, with HSM-backed encryption at rest
Split-key architecture (no admin path) Yes — sender + platform halves never combined server-side Admin-managed encryption; varies by configuration
Deployment model Cloud-native, native helpdesk + email integrations Platform deployment; on-prem, private cloud, or hosted
Recipient experience One-time link + identity verification; no account Portal-based recipient experience
Max file size Up to 100 GB Up to 16 TB (configurable)
Audit log API to SIEM REST endpoint with JSON event records Comprehensive audit + analytics dashboard
Time-to-deploy Marketplace installs in minutes Platform implementation; days to weeks

Comparative claims reflect publicly documented behavior of Kiteworks as of the page's last update. Kiteworks maintains its own product roadmap; consult their documentation for current capabilities.

Why teams choose SendSafely

Four architectural differences that matter.

01

Split-key architecture instead of admin-managed encryption

Kiteworks holds the keys (or your organization does, via customer-managed KMS). SendSafely uses a split-key model where neither half is sufficient to decrypt on its own — so neither SendSafely nor your administrators have a path to plaintext.

02

Native marketplace installs, not platform deployment

Kiteworks is a platform you deploy. SendSafely is encryption that drops into the platforms your team already runs — Outlook, Gmail, Zendesk, Salesforce, Intercom, Freshdesk — through native marketplace apps.

03

Verified recipients, no Kiteworks-style portal account

Recipients don't sign up for SendSafely. They get a one-time secure link, verify identity (email, SMS, SSO), and decrypt locally.

04

Audit log API direct to SIEM

Every send, recipient, and access event lands in the REST audit log with PACKAGE_EVENT, ADMIN_EVENT, USER_EVENT records — pipe directly to Splunk, Sumo Logic, Datadog, or your SIEM of choice.

Who switches

Teams moving from Kiteworks to SendSafely.

Teams moving from Kiteworks to SendSafely typically do it for two reasons: shorter time-to-value (no platform deployment) and an architecture where the file can't be read by anyone but the verified recipient — not even by the platform vendor.

  • Financial services firms under SEC 17a-4, FINRA, and supervisory archive requirements
  • Healthcare exchanging PHI with covered entities and business associates
  • Legal practices sending discovery and signed agreements to outside counsel

There is no platform to stand up. Encryption arrives through the apps your team already runs, and compliance file exchange covers the regulated traffic. NES Digital Service went live in two weeks on the Developer API.

Audited and compliant

The same controls regulated procurement asks for.

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.

Compliance & certifications
SOC 2 Type 2 HIPAA PCI DSS GDPR CCPA
Client-side OpenPGP
Files are encrypted on the device before they ever leave it.
Split-key architecture
The decryption key is split so no single party—including SendSafely—can decrypt file contents on its own.
Full audit trail
Every send, recipient open, identity check, and download is logged with timestamps for compliance reporting.
Compare side by side

Ready to see how SendSafely handles your file exchange workflow vs Kiteworks?

Real product demo, real questions, no slideware. Bring your toughest Kiteworks edge case and we'll walk through the SendSafely architecture against it.