Squid and Discord
I have Squid set up for transparent proxy, with SSL intercept. I installed the CA in Windows (and in Firefox, which apparently doesn't use the Windows stuff). Everything works flawlessly for http or https, except Discord, which stops on the connecting screen until it times out, in both Chrome and Firefox. I can find nothing about this anywhere. Anybody out there have any idea what's going on?
I still don't know what the issue is, but I have figured out a workaround. Digging through the logs, it would appear that the log-in process at Discord involves either gateway.discord.gg or ssl.gstatic.com, so I added those (and discordapp.com) to the bypass list of destinations, and now Discord seems to work properly.