TLS Inspection with Global Secure Access

Global Secure Access now supports TLS inspection, enabling organizations to decrypt and analyze encrypted traffic for security threats. This feature requires an existing PKI infrastructure or a self-signed root CA (recommended for testing only).

Getting Started with TLS Inspection

To enable TLS inspection, follow these steps:

1. Set Up a Root CA (if you don’t have PKI):

   Generate a self-signed root CA (Linux) 
   openssl req -x509 -newkey rsa:4096 -sha256 -days 3650 -nodes \ 
   -keyout rootCA.key -out rootCA.crt -subj "/CN=GlobalSecureAccessRootCA" 
   

2. Deploy the Root CA Certificate to trusted stores:

   Linux (Debian/Ubuntu) 
   sudo cp rootCA.crt /usr/local/share/ca-certificates/ 
   sudo update-ca-certificates
   
   Windows (PowerShell) 
   Import-Certificate -FilePath "C:\path\to\rootCA.crt" -CertStoreLocation Cert:\LocalMachine\Root 
   

3. Configure Global Secure Access for TLS Inspection:

Follow Microsoft’s official documentation: Global Secure Access TLS Inspection Guide.

You Should Know:

• Traffic Decryption Risks: TLS inspection breaks end-to-end encryption, so ensure compliance with privacy laws.
• Performance Impact: Inspecting TLS traffic increases latency; test in a lab first.
• Bypassing Inspection: Some apps use certificate pinning, which may fail unless properly configured.

Verify TLS Inspection

Check if traffic is being decrypted:

 Linux (Check TLS handshake) 
openssl s_client -connect example.com:443 -showcerts

Windows (Check cert chain with PowerShell) 
Test-NetConnection -ComputerName example.com -Port 443 | fl 

Security Best Practices

• Log Decrypted Traffic: Use SIEM tools (e.g., Splunk, ELK) to monitor inspected traffic.
• Restrict Access: Only inspect necessary domains to minimize exposure.
• Rotate Keys: Regularly update CA certificates to prevent misuse.

What Undercode Say

TLS inspection is a double-edged sword—essential for threat detection but risky if misconfigured. Always:
– Test in non-production environments first.
– Document legal and compliance approvals.
– Monitor for performance bottlenecks.

For advanced users, consider automating certificate deployment with Ansible:

- name: Deploy Root CA 
hosts: all 
tasks: 
- name: Copy CA cert 
copy: 
src: /path/to/rootCA.crt 
dest: /usr/local/share/ca-certificates/ 
- name: Update CA store 
command: update-ca-certificates 

Expected Output:

• Successful TLS decryption logs in your security tooling.
• No certificate warnings in inspected traffic.
• Improved threat detection in encrypted channels.

Prediction

As encryption becomes ubiquitous, TLS inspection tools will evolve with AI-driven anomaly detection, reducing false positives and automating policy enforcement.

(Source: Global Secure Access Docs)

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