Redguard
Hoonding
Possibly but I doubt he would outright quit. If nothing else it damages his future endeavors.
If a second stimulus and unemployment extension doesn't pass combined with the cancellation of the NFL season, its going to get ugly for Trump.
Also if the first debate with Biden is a disaster for Trump, I could see him thinking about quitting. At that point Republicans will continue their scorched earth policy on the US economy. Leaving the problems for Biden and the Democrats so they can regain power in 2022 and 2024.