Kane Waselenchuk (Racquetball) vs. Jack Nicklaus (Golf) vs. Roger Federer (Tennis)

Since nobody looks good enough to beat Kane Waselenchuk in the future for the season who is even 14 now and the earliest someone could beat Kane to be the IRT tour season winner would be 24 (because Kane was 22 1/2 when he won his first season title)​ we can add at least 11 more season victories for Kane to 43 years old.

9 (current) + 11 = 20 season wins ... more than Jack Nicklaus (18 golf majors), Roger Federer (17 tennis grand slams), but future Rory McIlroy and Rafael Nadal may reach 18. Nadal might not make it past 17 because Novak Djokovic is constantly on his tail. Wayne Gretzky had 15 seasons with more than 100 points and 11 seasons (I think) for the most points.

I currently have a bet for $1000 with someone Rory will have more than 18 majors. That's the only thing I am really sure about!