No shade to Tim. He makes me laugh more than anyone. However, many if these jokes seem sophomoric and it's obvious he's can be more clever and just funny in general. Honestly, he is SO GOOD at doing his off the cuff rants on his podcast... it might be more "him" to do a Kill Tony style show, but instead of comedy he gives each selected audience member a minute to talk about various topics that change throughout the night (controversial opinions, traumatic stories, embarrassing moments, illegal actions, etc.
Anyways, love and will always love Tim. Just feel like he's above making trans jokes (nothing wrong with making jokes about trans people, as with any group of people - it's just that EVERY COMEDIAN that isn't clean does trans jokes and it's far from intriguing).
His best talent, in my opinion, comes from his natural speech, on the spot rants and generationally great ability to be engaging, insightful, cynical, and dramatic/hyperbolic as a conversationalist.
I'll watch anything Tim puts out there. I enjoyed the creativity in his other recent show "This it's your Country". I hope he does more projects along that vein.