This is why dems will lose. People arent interested in anything other than entertainment. I offer some free nicknames they can use to clapback:
Donald-do-nothing
Ten-cent Trump
Dirty-money-donald
Traitor-Trump
Go after his insecurities particularly his aversion to any sort of actual work, the rumors that he is broke (which he cant disprove without releasing his financial records) the fact that hes a fraud and a failed businessman. If they're still obsessed with these stupid respectability and norm politics theyll absolutely get rolled. People won't remember that you had facts and knowledge during the debate, theyll remember moments like when you clapped back. Politics is entertainment now, so if you want to win you better be memorable.