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HTTPS request times out going through Squid proxy

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Hello there,


Context I have an application running on a machine (A) that does not have internet connectivity. It, however, can talk to another machine (B) which has full connectivity. The application makes HTTPS calls. I am hoping to set-up Squid on B and set-up web proxy (ip address and port) when making HTTPS calls in the app. I have installed Squid for Windows on B with default squid config.


Problem HTTPS requests are timing out.


I am new to proxy so don't know lot of ways to investigate further. This is what Wireshark captured running on B. Unfortunately, I am unable to gather any actionable info from this, it just confirms that calls do make it to B and then something wrong happens.


Attaching a capture from the Wireshark trace.
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