He's not a comedian. He just pretends to be one on the internet. One third of his "material" is stolen from Adam Carolla, Anthony Cumia, Jim Norton, and Al Bundy from "Married... with Children," repackaged for autistic zoomers. The rest is #MaddoxLost reminders and variations of "Woman, am I right?" jokes that have existed since the inception of comedy.
Even his podcast is just a half-assed O&A/Howard Stern/Adam Carolla Podcast wannabe shock jock radio show. Kiwi Chris was supposed to be his Bobo/Wack Pack. The voicemail "rages" might as well be calls into the "F You" Line on Sirius XM. His legendary "What's your Dad like" pick-up line was a Jim Norton joke. You can even listen to the earlier episodes when he tried to fake a Carolla-ish accent.
It's not comedy. It's a grift. That's all it ever was.