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I have no clue what might be the issue in your specific case, as the exception doesn't point to any single source of problem. You can try to enable Debug: true and see what ASF says about that failed request to GitHub, as that might point you to the right direction. If I was about to blindly suggest anything, then that looks either like some heavy sandboxed environment that doesn't allow ASF to do what it should (Antivirus? Sandboxing tool?), or your Windows is in some way castrated out of core libraries and dependencies that it should be bundled with. It's impossible to say which changes you've exactly applied to your OS, but it's definitely nothing that comes by default or can be just flipped in Windows settings.
As an alternative, you can try running generic version (after installing .NET SDK as per the wiki in setting up section) and see if you can reproduce there. Perhaps that will magically bring back some of those missing dependencies and allow you to run, but it's not guaranteed.
If nothing else helps, OS reinstall is the definitive answer that will for sure.
I'm not running anything weird, I don't do sandboxing or VMs or anything. I'm just running Win11 "upgrade" from Win10 and nothing special going on. The only type of Windows customization I've done in most of a decade at this point is basic bitch stuff having a clean desktop with mildly customized Rainmeter layouts and using RocketDock lol, so I have no idea what's up.
I can tell you that the connection issue is unique to new versions of ASF. I went back in releases to something close to when I figured the last time I used ASF was, and downloaded 5.1.3.5 from Aug '21 and it was totally able to talk to GitHub and ran the download and install of the new version. Unfortunately as soon as it updated, it broke in the exact same way, so I had a log file of it updating and then a new log file of exactly the same issue as above (just without being run in Administrator that time) as soon as it went back to 5.5.1.4 again...
I'm having no issues with anything else on my system not working properly, so I'm just going to go ahead and leave it here... No offence intended because I appreciate you and ASF immensely, but there's no way in which my lazy ass is going to fully reinstall Windows just to solve running this specific thing to idle my Steam cards. Already spent like 2 hours trying to troubleshoot this issue. It then took about 3 minutes total to download Idle Master Extended instead, pop into Chrome to quickly grab Steam cookie info, and have it up and running. I'd have preferred to keep using ASF, but like I said, I'm absolutely too lazy to spend hours doing a clean Windows install and having to re-do all my configuration and layout stuff, reinstall programs, etc. just to get ASF going when literally no other program I've used has is having any issues.
Anyhow, thanks again for the response, and for making ASF. It's awesome, even if it won't work for me anymore. Keep up the good work, you're a benefit to the community. I'll check back on ASF again next time I stop being lazy and do a fresh Windows install and see if it fixes the problem for me then.