Port 443 timing out on rclone config reconnect

Nothing. It's outbound 443 to authenticate.

That really reinforces you have an ISP blocking/doing something if you can't connect.

This means you are being blocked by something (firewall/AV/ISP). If you can connect via Cloudflare Warp, that would rule out the machine back to the ISP.

If this fails, there is not much you can do:

 curl https://oauth2.googleapis.com/token -vvv
*   Trying 142.251.35.170:443...
* TCP_NODELAY set
* Connected to oauth2.googleapis.com (142.251.35.170) port 443 (#0)

You may want to check your DNS as well as your oauth request is resolving to something I'd say is a bit strange.

13.127.247.216 - Find IP Address - Lookup and locate an ip address (findip-address.com)

Which I also cannot connect to:

telnet 13.127.247.216 443
Trying 13.127.247.216...

I get:

host oauth2.googleapis.com
oauth2.googleapis.com has address 142.251.35.170
oauth2.googleapis.com has IPv6 address 2607:f8b0:4006:80d::200a

But Google does do Geo load balancing as well.

I tried a few DNS servers and get the same IP back relatively speaking:

 nslookup
> server 1.1.1.1
Default server: 1.1.1.1
Address: 1.1.1.1#53
> oauth2.googleapis.com
Server:		1.1.1.1
Address:	1.1.1.1#53

Non-authoritative answer:
Name:	oauth2.googleapis.com
Address: 142.250.72.106
Name:	oauth2.googleapis.com
Address: 2607:f8b0:4006:823::200a
> server 8.8.8.8
Default server: 8.8.8.8
Address: 8.8.8.8#53
> oauth2.googleapis.com
Server:		8.8.8.8
Address:	8.8.8.8#53

Non-authoritative answer:
Name:	oauth2.googleapis.com
Address: 142.251.32.106
Name:	oauth2.googleapis.com
Address: 2607:f8b0:4006:809::200a
> server 9.9.9.9
Default server: 9.9.9.9
Address: 9.9.9.9#53
> oauth2.googleapis.com
Server:		9.9.9.9
Address:	9.9.9.9#53

Non-authoritative answer:
Name:	oauth2.googleapis.com
Address: 142.250.64.202
Name:	oauth2.googleapis.com
Address: 2607:f8b0:4008:807::200a
>