TL;DR Prompt Security is now the first and only platform that can inspect ChatGPT both in the native desktop app (even with SSL pinning) and in WhatsApp (despite end-to-end encryption.)
Unmonitored AI: How ChatGPT Desktop and WhatsApp Are Creating New Security Blind Spots
As AI tools become more integrated into daily work, two major blind spots have emerged for organizations:
- ChatGPT Native Desktop App: increasingly used for seamless AI-assisted work
- ChatGPT on WhatsApp: where employees now interact with AI directly from their phones, anytime, anywhere
Until now, security teams had no way to monitor or govern these interactions, leaving organizations vulnerable to shadow AI, data privacy risks, misuse, and compliance breaches.
How We Solved the ChatGPT Desktop App Inspection Challenge
When ChatGPT first released its native desktop app, Prompt Security was the first security company to offer inspection capabilities for it. But when OpenAI added SSL/Certificate Pinning - a mechanism designed to block SSL/TLS inspection - other solutions were left blind.
Not us.
Our breakthrough?
We developed a novel, non-invasive method to bypass SSL pinning while maintaining the app’s integrity and functionality. This allows enterprises to:
- See exactly what employees are sending to and receiving from ChatGPT
- Detect and prevent sensitive data exposure in real-time
- Enforce AI usage policies, even within the native app
Today, Prompt Security remains the only company providing ChatGPT Desktop App inspection, including with certificate pinning in place.
How We Solved the WhatsApp Blind Spot
WhatsApp has always been a major blind spot for organizations. Its end-to-end encryption (E2EE), while critical for privacy, means security tools cannot see what is being shared.
But now, with ChatGPT available to any employee inside WhatsApp via AI bots and integrations, this blind spot has become an even bigger security risk. Employees can now send sensitive corporate data directly to AI from their personal devices — entirely outside the company’s reach.
Our breakthrough?
Prompt Security developed proprietary techniques that allow for inspection of ChatGPT conversations within WhatsApp, without breaking the encryption model or altering the user experience. This means organizations can:
- Detect AI-generated content and queries within WhatsApp
- Monitor for sensitive data leaks or compliance violations
- Gain visibility into AI interactions happening in WhatsApp, a place previously invisible to security teams
Why should this matter?
With these breakthroughs, Prompt Security closes two of the most critical gaps in AI security for ChatGPT. Here’s what it means for organizations:
- Full visibility into ChatGPT interactions — across all channels, including desktop and WhatsApp
- Real-time DLP (Data Loss Prevention) for sensitive data and intellectual property
- Policy enforcement and compliance aligned with corporate AI governance standards
Generative AI is now embedded in dedicated apps and chat platforms like WhatsApp, extending beyond the browser. For the first time, Prompt Security enables organizations to secure every touchpoint where employees interact with AI.
