I wonder if adding an http_proxy env variable might help (or adding this to the config file)
https://ngrok.com/docs/using-ngrok-with/outboundProxy

Thanks aramachandran but I don't know if this will help with SSL decryption - as that is the real cause of the error here?

Did you ever get this one sorted out? Trying to get ngrok working on macOS for our users and hitting a wall at the moment.

They tried setting the root_cas global option to "host" and also to the direct location of the nscacert.pem file but that didn't work:

https://ngrok.com/docs/secure-tunnels/ngrok-agent/reference/config/#root_cas

Error:

Session Status reconnecting (failed to send authentication request: session closed).

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@tomceglarek wrote:

Thanks aramachandran but I don't know if this will help with SSL decryption - as that is the real cause of the error here?

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Afraid not - still no resolution I've been able to find unfortunately.