“Website was working fine yesterday.
Today it shows a certificate error after enabling decryption.”
If you’re running Palo Alto Networks firewalls, this is one of the most common production issues teams face.
Let’s break down exactly why this happens.
๐ What changes when SSL Decryption is enabled in Palo Alto
When SSL Forward Proxy is enabled:
Client → Firewall
Firewall terminates the SSL session
Firewall re-signs the certificate using its Forward Trust CA
Client validates the new certificate
At this point, the firewall is a controlled Man-in-the-Middle (by design).
❌ Why self-signed certificate websites fail
Self-signed certificates already operate on weak trust.
SSL decryption exposes that weakness immediately.
1️⃣ No trusted CA chain
Website uses a self-signed certificate
Palo Alto re-signs it with its own CA
Browser now sees:
Unknown website + unknown CA
Result → Hard certificate warning
2️⃣ Certificate pinning breaks
Some internal or legacy apps:
Expect a specific certificate fingerprint
Do not accept re-signed certificates
Once decryption modifies the cert →
The application rejects the connection.
3️⃣ Forward Trust CA not deployed everywhere
If the Palo Alto Forward Trust CA is missing on:
Endpoints
Servers
VDIs / non-domain devices
Even trusted sites can fail —
self-signed sites fail every time.
4️⃣ Legacy TLS and weak crypto
Many self-signed sites still use:
Old TLS versions
Weak cipher suites
Palo Alto enforces stronger crypto during decryption →
Handshake fails before traffic even starts.
๐ Correct architect approach
✅ Exclude self-signed destinations from decryption
Use decryption exclusions based on IP, URL category, or certificate.
✅ Use No-Decrypt for internal / legacy apps
Admin portals, lab tools, monitoring pages.
✅ Deploy Forward Trust CA properly
Endpoints, VDIs, MDM-managed devices — no shortcuts.
✅ Decrypt with intent, not blindly
Zero Trust does not mean decrypting traffic you don’t control.
๐ก Final takeaway
SSL decryption is powerful —
but trust is fragile.
Self-signed certificates don’t break because of Palo Alto.
They break because decryption exposes poor certificate design.
Design first.
Decrypt second.


No comments:
Post a Comment