Send It Secure

Send It Secure adds encrypted delivery and recipient checks to ordinary email workflows, so organizations can protect confidential correspondence without asking recipients to open accounts. It is aimed at healthcare, dental, financial, legal, and other regulated teams that need control after a message is sent. The service is strongest when Outlook or SMTP integration and verification matter; its Gmail gap and plan-specific quotas limit its appeal for some users.

Overview

Messages are delivered through a secure portal while recipients authenticate with a shared secret or phone verification. They can open a message without registering, which removes a common obstacle when communicating with patients, clients, or outside counsel. Senders can revoke access, request read receipts, set expiration and retention periods, apply message policies, and choose the authentication method. Those controls make the product more suitable for sensitive records and time-limited disclosures than conventional email.

The maker says traffic is protected with TLS and stored with AES 256-bit encryption. SOC 2 Type 2 attestations are available to clients, and the company says it signs a HIPAA Business Associate Agreement with every client while supporting HIPAA and GLBA requirements. These assurances are relevant for regulated operations, but organizations should still verify that the service's controls and contract terms satisfy their own obligations.

Key features

• Recipient verification: Shared-secret and phone verification provide a practical identity check without forcing an account creation. This suits external recipients, although every extra verification step can add support work for less technical users.
• Post-send controls: Revocation, expiration, retention rules, read receipts, and sender-defined policies help limit exposure and provide evidence of access. They are meaningful advantages for confidential workflows where an email should not remain open indefinitely.
• Business integrations: Outlook support covers New Outlook, Classic Outlook, Outlook for Mac, and Outlook on the web. Connections to practice-management and EHR systems, including Eaglesoft, Dentrix, Open Dental, and Carestream Dental, make it a natural fit for dental offices. Gmail is not supported, so Google-centered teams lose the same workflow.
• SMTP and API delivery: Applications that support SMTP can send protected messages, and an API is available for software integrations. A business account includes fewer than 300 SMTP sends per month; 301 or more requires contacting the company, an important consideration for automated notifications.
• File handling: The service supports attachments up to 50 MB in plan listings, while some plans offer up to 1 GB and the security page describes files up to 2 GB, with limits up to 5 GB on some plans. The actual allowance therefore depends on the plan and workflow rather than being uniform.
• Administration: Admin access controls and policy settings support centralized management, which matters when multiple staff handle regulated communications.

Pricing

Send It Secure uses a freemium model with a free trial. The plans differ sharply in retention, file size, seats, and sending limits.

The Guest lifetime cap is the main free-plan constraint: ten sends to non-paid recipients cannot support regular client communication. Essentials removes that quota but keeps retention and attachment allowances modest. Custom plans and volume pricing are discussed through support.

Platforms

Send It Secure is offered on the web, Windows, iOS, as an extension, and through an API. Outlook coverage is unusually broad across desktop, Mac, New Outlook, and browser versions. SMTP support extends delivery to compatible business software, while the absence of Gmail integration is a decisive limitation for Google Workspace workflows.

Who it's for

Choose it for dental and medical practices, financial firms, law offices, and other organizations sending confidential information to people outside their domain. It is especially well matched to teams that need recipient verification, revocation, retention rules, or administrative controls while preserving familiar Outlook and line-of-business workflows. It is a weaker fit for Gmail-first organizations, high-volume SMTP senders that need predictable published thresholds, or anyone expecting the free account to support continuing outreach.

Pros and cons

Pros

• Recipients can read protected messages without registering, reducing friction for external contacts.
• Revocation, expiration, retention, read receipts, policies, and authentication choices provide meaningful lifecycle control.
• Outlook support spans current, classic, Mac, and web clients, with integrations for common dental and clinical systems.
• HIPAA BAA availability, stated TLS and AES-256 protection, and client-accessible SOC 2 Type 2 attestations address regulated-use concerns.

Cons

• Gmail integration is absent, excluding a major email workflow.
• The Guest account permits only ten sends to non-paid users for its entire lifetime.
• Attachment allowances vary from 25 MB to 1 GB by plan, so larger-file needs raise the subscription cost.
• SMTP pricing is custom and sends above 300 per month require contacting the company, complicating volume planning.

Alternatives

For a broader directory of comparable products, see Email Encryption Software and File encryption tools.

• Lockbin is a freemium web, Windows, macOS, and Linux option with a free tier capped at one user, 25 MB attachments, and six months of inbox storage; pick it when cross-platform desktop coverage matters more than Send It Secure's Outlook and healthcare integrations.
• SecureMyEmail offers free and paid tiers across Android, iOS, macOS, and Windows; choose it when mobile and desktop apps are more important than portal-based recipient access.
• gpg4o is a Windows Outlook-focused OpenPGP product with a 99.95 EUR monthly paid plan and a free tier; it suits users seeking traditional OpenPGP functions inside supported classic Outlook versions.
• Secure Message is a Linux, self-hosted, and web deployment; consider it when hosting your own service is preferable.
• c.Email is a free browser extension with unlimited email addresses; choose it for a no-cost extension-based approach.
• FlowCrypt is an extension with a free tier for fewer than 100 users and a 5 MB attachment threshold; it fits smaller teams accepting much smaller files.
• Mimecast Secure Messaging is a paid multi-platform service for secure messages and large files.
• DataMotion Secure Email Exchange is a freemium enterprise offering with custom pricing and Android, iOS, web, and API support.

Verdict

Send It Secure is a strong choice for regulated organizations that need encrypted portal delivery, recipient verification, and enforceable message controls without making every recipient register. Its Outlook, SMTP, and practice-software connections reinforce that business case. Look elsewhere if Gmail is central, if free sending must continue beyond ten lifetime guest messages, or if your attachment and automated-volume requirements do not fit the published plan boundaries.