Anti-comedy can be some of the funniest stuff out there (a la Norm Macdonald), but it takes a special comedic voice, delivery and material to pull it off. Unfortunately, Tim fell very short of meeting the threshold to make the unfunny "funny". I got what he was going for in the first 5 minutes and adjusted my expectations accordingly. Even after doing so, I thought I was unironically watching a Brendan Schaub special.
There's a reason no one picked this up and he released it on his own YT channel. If you're already a fan, you'll get a few chuckles but I could never recommend this to anyone.
