Thanks for the quick reply Yuri. 

"Note that these are not 'https' requests. Just plain socket connections."
Maybe this wasn't statement wasn't entirely correct. We are using the
'connect' method to talk to squid proxy. And squid proxy is able to connect
to the remote xmpp server. It's just that the xmpp server supports TLS
connections only and thus further communication is not possible. 

From the access logs:
*1518880487.658   1449 127.0.0.1 TCP_TUNNEL/200 46 CONNECT
fcm-xmpp.googleapis.com:5235 - HIER_DIRECT/2607:f8b0:4001:c0b::bc -
*

"Try to read https://wiki.squid-cache.org first."
Yeah, we've been doing that and will investigate further. 



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