Smosh-Dropout vibe match
After a few "same people, different font" posts, this is me tossing my hat in the ring.
The easy answer for Damien is BLeeM, because yeah: big into DnD, esoteric knowledge and lengthy vocabulary. But honestly? I think Shayne has some Brennan energy, especially him in the zoo episode of Idiots Present. And if you pair that with how good Damien is at hitting perfect one liners at the drop of a hat to make Shayne laugh: I'd say that's very much a Zac Oyama/Brennan vibe. This also means that if Shayne is Brennan, Courtney is Izzy Roland. Which... actually kinda works.
When Arasha is the straight man, she's Rekha hosting Smartypants. When Arasha's doing a bit, she's Vic hosting Very Important People. Olivia is usually deadpan, hard to make laugh and kinda strange... yep, that's Katie Marovitch. Angela is a mix of Jeremy Culhane and Lisa Gilroy. Damien hosting What're Those is Sam Reich on 300 grams of crack cocaine.
Feel free to chip in any more similarities you see!