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Bypassed by Design: Broken Toggles, Hidden Tokens & Cert Trust Decay

October 04, 2025

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Expired SSL Certs Are Still Being Trusted by Internal Apps

Many internal tools continue functioning with expired SSL certs—causing users to bypass warnings, ignore errors, and normalize insecure access.

Flag internal cert errors in logs. Auto-expire trust exceptions and alert when users bypass certificate warnings.

OAuth Tokens Aren’t Being Revoked After Employee Departure

Even when users are offboarded, their third-party connected apps (via Slack, Google, Outlook) often retain valid OAuth tokens—keeping access open indefinitely.

Tie OAuth revocation to HRIS offboarding events. Periodically expire tokens and monitor app reauthorization requests.

Drag-and-Drop File Uploads Are Exposing Internal Paths

Security teams are seeing incidents where uploaded screenshots, PDFs, or logs include full internal path references (e.g., “C:\Users\Admin\InternalDocs\Q4-finance.xlsx”).

Scrub file metadata on upload. Warn users about path exposure and scan uploads for internal naming conventions.

UI Bugs Are Causing Security Settings to Lie

Misleading toggles and broken dropdowns in SaaS admin panels are showing incorrect states—e.g., MFA “enabled” but unenforced, or IP restrictions only half-applied.

Verify settings through API or backend audit logs. Include config validation in security reviews and customer compliance checks.

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VPN Clients Are Reconnecting Without User Visibility

Corporate VPN clients sometimes auto-reconnect in the background—routing personal traffic, telemetry, or app data through monitored corporate gateways.

Notify users on VPN reconnection. Split tunnel where appropriate and block personal apps from routing via corporate VPN.

Desktop Notifications Are Displaying Sensitive Info

Pop-ups from Slack, Outlook, or custom apps can show usernames, ticket titles, or internal links—even on locked screens or during screen shares.

Disable sensitive preview in notifications. Use context-aware display logic and restrict pop-up visibility by app category.

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