This is kinda easy for the most part because I'd pick the guys that see the most critters and the species that I can't get around here.
First on my all time list would be Gene and Barry Wensel. Mostly because I've been watching their trad videos since back before I had even shot a trad bow. Barry just blew my mind when he stuck that buck right in the bisquits running full tilt on a deer drive and I wished that someday I could do that. I'd hunt with Barry or Gene for whitetails or hogs anytime, anywhere, Period.
KS Trapper cause he's always got some awesome giant whitetail pics to show around.
FerretWYO for my thirst to chase elk with a bow hands down.
RC "The Hog Man" no doubt!
Then after I wake up and snap back to reality I'd most like to hunt with any one of my friends and y'all know who you are, but I'll list some and just pray I don't forget anybody.
ArtB - Anything at all because I'd enjoy the visit more than the actual hunt.
RoyfromPA- Because I think doing anything with ol Roybert would be an adventure, and I'd just like to kick him square in his arse one time for being a crotchety old fart!