SSL is great, except when you’re trying to audit access or filter things, let alone simple troubleshooting. Long story short, we run a Man In The Middle style system where our proxies are the HTTPS clients and they have an SSL certificate which all of our clients trust.
This relies on the proxies trusting the certificate chain, and these chains need to be updated periodically. Here’s an example of how to fix it when it goes wrong.
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A dark side fireplace
