People don’t want security that slows them down. In fact, a 2025 report from Anagram states that 58% of employees surveyed admitted to “pasting sensitive data into large language models, including client records, financial data, and internal documents.” Additionally, 45% admitted to using “banned AI tools on the job,” and “40% would knowingly violate company policy to finish a task faster.”
Additionally, a recent study from Upguard found that “90% of security leaders themselves report using unapproved AI tools at work, with 69% of CISOs incorporating them into their daily workflows.” The report further states that approximately 80% of all employees have done the same, presenting a number of security risks that organizations can no longer afford to ignore.
SendSafely has become part of the critical infrastructure behind major fintech, SaaS, and healthcare brands. Rather than forcing enterprises into yet another standalone portal, this bootstrapped cybersecurity company offers an end-to-end encryption platform designed to embed directly into the tools teams are already using.
SendSafely built over a decade of enterprise data security infrastructure by embedding encryption directly into the tools enterprises already use
Rolling out a secure file transfer solution at an enterprise is tough. The hardest part is the behavior change.
“People don’t want another login or place to check,” explains Andrew Nairn, SendSafely’s Co-Founder and Chief Revenue Officer. “They certainly don’t want another workflow that forces them out of Zendesk or Salesforce and into a separate system that IT prefers. When security introduces friction, the business finds a workaround. And the workaround is where breaches and compliance failures happen.”
SendSafely’s approach is to make the encryption feel invisible, integrating directly into the tools teams already use and trust.
The company’s encryption infrastructure for platforms is not a commodity file transfer tool. SendSafely built one platform with six ways to deploy encryption across the organization. Each product shares the same end-to-end encryption architecture and compliance certifications. That shows up as encrypted file sending and receiving that fits naturally into the web app and email experience for clients. Package recipients are never required to have an account.
Dropzones, or embeddable collection widgets, allow customers to share files securely without having to learn a new system. And for teams that need an ongoing secure space, Workspaces provide persistent, encrypted collaboration with access controls and audit trails.
The platform’s marketplace-ready integrations work with tools like Zendesk, Salesforce, Freshdesk, Slack, and have full API support for custom integrations. This means secure exchanges can happen inside tickets, conversations, and vibe-coded applications.
The design is uncompromising. Files are encrypted on the sender’s device and can only be decrypted on the authorized recipient’s device. This ensures that no intermediary partiescan access the content without authorization.
SendSafely backs its platform with certifications such as SOC 2 Type II, HIPAA, PCI, GDPR, and CCPA. It also offers options such as EU-only data hosting for organizations that need stricter regional controls.
SendSafely is expanding its enterprise data security infrastructure as AI reshapes enterprise operations
Customer service is shifting toward chat experiences. Internal operations are being automated with agentic workflows. And enterprises are discovering that the fastest-growing source of sensitive data exposure is the conversational interfaces and automations that sit on top of core systems.
“We’re no longer just trying to encrypt files when humans send and receive them,” Nairn observes. “We’re increasingly protecting sensitive documents when bots are the first line of interaction.”
SendSafely leans into that shift with products designed specifically for AI-era workflows. HALO focuses on encrypted file collection for AI chatbots and is positioned to work with platforms such as Ada, Forethought, Intercom, Zendesk, and Agentforce. It keeps the experience conversational while ensuring files are encrypted before they touch any server.
This allows organizations to start controlling which of their vendors can train off their sensitive customer data and protect their customers from future rogue AI events, which is particularly crucial as businesses become increasingly aware of and worried about other companies training off both their data and their customers’ data.
“We see this crystallize in companies like Palantir,” Nairn explains, “but it trickles all the way down to every vendor in your support stack. SendSafely protects your sensitive data from being leaked.”
According to Nairn, there is also the risk of AI chatbots being manipulated or hijacked, along with the risk of a company’s AI and/or its vendors’ AI going rogue. “These examples are exactly what SendSafely is designed to help companies protect against,” he says.
SendSafely Actions extend HALO’s positioning into automation by enabling encrypted workflows that can route files to endpoints and kick off downstream processes, all while empowering the organization to control when and where their data is decrypted and used. And the SendSafely MCP, currently in limited Beta, provides a Model Context Protocol server, enabling tools like Claude, GPT, and other LLM-driven agents to interact with encrypted file operations via an emerging standard, bringing secure handling into the next wave of AI agent integrations.
AI is moving fast, and enterprises can’t afford to reinvent encryption for every new agent workflow. They need a layer they can standardize on.
Security-conscious organizations trust a company with an enterprise security and compliance background
Trust is earned in security, and buyers can tell the difference between security marketing and security people.
SendSafely brings the kind of background that resonates with serious security organizations. The company’s leadership team founded both SendSafely and Gotham Digital Science, a prominent cybersecurity boutique firm specializing in Red Team penetration testing and application security. SendSafely’s co-founders each have over 25 years of experience in the cybersecurity industry. At SendSafely, Nairn leads strategic growth, sales, and customer success. His version of customer success in security is not features shipped; it’s reduced risk and smooth workflows.
SendSafely’s rise is a reminder that the most important cybersecurity companies are the ones embedding themselves inside the tools your teams run on and encrypting the files your customers depend on. They’re the ones that make compliance a default instead of a scramble.
“Ultimately, you can really only trust companies that actively don’t want access to your data and can prove they don’t have access cryptographically,” Nairn says. “Everyone else either already is or soon will be training off your data.”
Payments have Stripe, and for enterprises that treat sensitive data as a first-class risk, encryption has SendSafely. It’s the hidden infrastructure powering some of the most security-conscious companies in tech.