I will stick to athletes I was only able to watch. These can change in about 5 years but:
LBJ - As COA said, he brought the ship to Cleveland. He dramatics and his passive aggressive personality might be obnoxious, but I think most cavs fans will reflect after his career and feel fortunate he gave Cleveland 12 amazing seasons.
Joe Thomas - GOAT. I wish he could be part of this current roster.
Jordan Burroughs - US Wrestler still competing. 5X world champ (one olympic gold), 2X world bronze, and 2X NCAA champ. He has done amazing things to promote the sport.
Albert Belle - He was my favorite player when I first started becoming a fan of baseball. I will never forget him flexing his muscles toward the Boston bench during the ALDS. He was the most feared batter for a good 2-3 year span. The fact Mo Vaughn won MVP over him is the biggest fucking joke in baseball history the last 25 years. Look at their stats lined up next to each other for that season and please tell me how Mo Vaughn deserved MVP over Belle. I hate the BBWA. Trash.
The fourth is tough, because there are numerous guys I would mention from those 90's Tribe teams. Also, I am not the biggest golf fan, but I have always loved watching the majors when Tiger was in contention.