So I just reconfigured my VPN server and my PC/Router to use Google DNS instead of Cloudflare. 2 days has passed and the problem seems went away. Ill wait a few more days to confirm its a fix.
No, internet connection is 24/7 always connected, im working at home using remote desktop during this hour so its impossible that the internet connection is disconnected that time.
Any update to this issue? I still keep getting the "The ESET LiveGrid servers cannot be reached" notification over and over again and its getting really annoying.