Honestly he probably would of retired from rap by 98/99 and been a better version of Will Smith or Cube (acting while dropping music here and there)
He seemed over it during the Gridlock’d interviews
Idk what he'd sound like, but I do know he would've made the Chronic 2001 tour that much bigger if he was on it
I honestly can't see him on a Just Blaze beat or hell even a Timbo or a Pharrell beat imo
However, as some people mentioned earlier in the thread (only in small dosages), 2Pac had a lot of love for the South. Was a big fan of Blackberry Molasses and had a huge liking(plus talks of doing songs) for Goodie Mobb.
I think him spitting over an Organized Noise production would be the perfect evolution to his sound. Considering he was doing bluesy esque Rap anyways. In Addition, him rapping over Late 90s to Early 2000s Beats By The Pound and Three 6 Mafia production would be insane. I can totally hear him on something like "Ride For My Nikkas" and "Testing My Gangsta".
And collabo songs with artists such as UGK, 8Ball & MJG, Mystikal, Ludacris, Petey Pablo, Trick Daddy, and Pastor Troy
That would have been amazing to witness.