Charles Oakley vs. Anfernee Simons Season by Season Comparison

Side by side comparison of each NBA season of Anfernee Simons and Charles Oakley, from their rookie seasons to their last year played, in chronological order with awards, stats, championships and playoff performance of their teams every year.

Player comparisons:
Career comparison / Season by season

Who had the better rookie season? Who had best stats in their 10th season? Who won a championship first? These questions and many others, are answered here.

Charles Oakley played 19 years in the NBA, 13 more than Anfernee Simons, who played 6. Charles Oakley had the first of his seasons in 1985-86, while Anfernee Simons had his rookie season in 2018-19. With that starting point, here you can take a look at each of their seasons side by side and compare how their careers evolved in achivements, awards and championships won, the stats they recorded both in the Regular Season and the Playoffs and how their teams performed in the postseason.

Their Careers

Player
Total Seasons Playoffs Played NBA Years
Charles Oakley 19 15 1985-86 to 2003-04
Anfernee Simons 6 3 2018-19 to 2023-24

Comparison Season by Season

Jump to season:
1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19

Rookie Season

Charles Oakley Anfernee Simons
Season 1985-862018-19
Team Chicago BullsPortland Trail Blazers
Honors & Awards Achievement All-Rookie First Team-
Playoffs Bulls Lost East Conf 1st RdTrail Blazers Lost West Conf Finals
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 77 23.0 9.6 3.3 5.3 8.6 1.7 0.9 0.4 2.3 3.2 3.6 7.0 .519 0.0 0.0 .000 2.3 3.5 .662
Anfernee Simons 20 7.1 3.8 0.2 0.5 0.7 0.7 0.1 0.0 0.6 0.5 1.4 3.2 .444 0.5 1.5 .345 0.5 0.8 .563
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 3 29.3 10.0 3.3 6.7 10.0 1.0 2.0 0.7 1.7 4.3 3.7 7.0 .524 0.0 0.0 - 2.7 4.3 .615
Anfernee Simons 5 2.4 0.8 0.0 0.0 0 0.0 0.2 0.0 0.0 0.4 0.0 1.4 .000 0.0 0.4 .000 0.8 1.0 .800

Season 2

Charles Oakley Anfernee Simons
Season 1986-872019-20
Team Chicago BullsPortland Trail Blazers
Honors & Awards
Playoffs Bulls Lost East Conf 1st RdTrail Blazers Lost West Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 82 36.3 14.5 3.6 9.5 13.1 3.6 1.0 0.4 3.6 3.8 5.7 12.8 .445 0.1 0.4 .367 3.0 4.4 .686
Anfernee Simons 70 20.7 8.3 0.4 1.8 2.2 1.4 0.4 0.1 0.9 1.9 3.1 7.7 .399 1.1 3.2 .332 1.1 1.3 .826
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 3 43.0 20.0 5.7 9.7 15.3 2.0 1.3 0.3 2.7 4.3 6.3 16.7 .380 0.7 1.3 .500 6.7 8.0 .833
Anfernee Simons 4 20.5 6.8 0.3 2.5 2.8 2.5 1.5 0.0 1.0 1.8 2.0 6.5 .308 1.5 3.5 .429 1.3 1.5 .833

Season 3

Charles Oakley Anfernee Simons
Season 1987-882020-21
Team Chicago BullsPortland Trail Blazers
Honors & Awards
Playoffs Bulls Lost East Conf SemisTrail Blazers Lost West Conf 1st Rd
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 82 34.3 12.4 4.0 9.0 13.0 3.0 0.8 0.3 2.9 3.3 4.6 9.5 .483 0.0 0.1 .250 3.2 4.4 .727
Anfernee Simons 64 17.3 7.8 0.2 2.0 2.2 1.4 0.3 0.1 0.7 1.5 2.6 6.3 .419 1.9 4.4 .426 0.7 0.9 .807
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 10 37.3 10.1 3.9 8.9 12.8 3.2 0.6 0.4 1.8 3.3 4.0 9.1 .440 0.0 0.2 .000 2.1 2.4 .875
Anfernee Simons 6 17.8 6.5 0.5 2.2 2.7 0.8 0.3 0.2 0.2 1.0 2.3 4.2 .560 1.8 3.0 .611 0.0 0.0 -

Season 4

Charles Oakley Anfernee Simons
Season 1988-892021-22
Team New York KnicksPortland Trail Blazers
Honors & Awards
Playoffs Knicks Lost East Conf SemisDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 82 31.8 12.9 4.2 6.3 10.5 2.3 1.3 0.2 3.0 3.3 5.2 10.2 .510 0.1 0.6 .250 2.4 3.1 .773
Anfernee Simons 57 29.5 17.3 0.5 2.2 2.6 3.9 0.5 0.1 2.0 1.9 6.2 14.0 .443 3.1 7.8 .405 1.8 2.0 .888
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 9 33.2 9.7 4.8 6.4 11.2 1.2 1.3 0.1 2.4 3.4 3.9 8.1 .479 0.1 0.2 .500 1.8 2.7 .667
Anfernee Simons ------- --- ----------

Season 5

Charles Oakley Anfernee Simons
Season 1989-902022-23
Team New York KnicksPortland Trail Blazers
Honors & Awards
Playoffs Knicks Lost East Conf SemisDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 61 36.0 14.6 4.2 7.7 11.9 2.4 1.0 0.3 2.7 3.6 5.5 10.5 .524 0.0 0.0 .000 3.6 4.7 .761
Anfernee Simons 62 35.0 21.1 0.3 2.3 2.6 4.1 0.7 0.2 2.1 2.3 7.5 16.9 .447 3.4 9.1 .377 2.6 2.9 .894
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 10 33.6 12.1 3.9 7.1 11.0 2.7 1.1 0.2 2.2 3.3 4.3 8.4 .512 0.1 0.1 1.000 3.4 5.2 .654
Anfernee Simons ------- --- ----------

Season 6

Charles Oakley Anfernee Simons
Season 1990-912023-24
Team New York KnicksPortland Trail Blazers
Honors & Awards
Playoffs Knicks Lost East Conf 1st RdDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 76 36.0 11.2 4.0 8.1 12.1 2.7 0.8 0.2 2.8 3.8 4.0 7.8 .516 0.0 0.0 .000 3.1 4.0 .784
Anfernee Simons 46 34.4 22.6 0.5 3.2 3.6 5.5 0.5 0.1 2.7 2.1 7.8 18.2 .430 3.4 8.8 .385 3.5 3.9 .916
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 3 33.3 7.7 5.0 5.3 10.3 1.0 0.7 0.3 2.3 4.3 3.3 7.0 .476 0.0 0.0 - 1.0 2.0 .500
Anfernee Simons ------- --- ----------

Season 7

Charles Oakley Anfernee Simons
Season 1991-92-
Team New York Knicks-
Honors & Awards
Playoffs Knicks Lost East Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 82 28.2 6.2 3.1 5.4 8.5 1.6 0.8 0.2 1.5 3.1 2.6 4.9 .522 0.0 0.0 .000 1.0 1.4 .735
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 12 29.5 5.3 3.7 5.3 9.0 0.7 0.7 0.4 1.3 3.0 1.8 4.8 .379 0.0 0.0 - 1.7 2.3 .741
Anfernee Simons ------- --- ----------

Season 8

Charles Oakley Anfernee Simons
Season 1992-93-
Team New York Knicks-
Honors & Awards
Playoffs Knicks Lost East Conf Finals-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 82 27.2 6.9 3.5 5.1 8.6 1.5 1.0 0.2 1.5 3.5 2.7 5.3 .508 0.0 0.0 .000 1.5 2.1 .722
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 15 33.8 11.1 4.7 6.3 11.0 1.1 1.1 0.1 2.4 3.4 4.2 8.7 .481 0.0 0.0 - 2.7 3.7 .727
Anfernee Simons ------- --- ----------

Season 9

Charles Oakley Anfernee Simons
Season 1993-94-
Team New York Knicks-
Honors & Awards Achievement All-Defensive First Team-
Achievement All-Star Game-
Playoffs Knicks Lost NBA Finals-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 82 35.8 11.8 4.3 7.5 11.8 2.7 1.3 0.2 2.4 3.6 4.4 9.3 .478 0.0 0.0 .000 3.0 3.8 .776
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 25 39.7 13.2 4.6 7.0 11.7 2.4 1.4 0.2 2.6 3.5 5.0 10.5 .477 0.0 0.0 - 3.2 4.1 .775
Anfernee Simons ------- --- ----------

Season 10

Charles Oakley Anfernee Simons
Season 1994-95-
Team New York Knicks-
Honors & Awards
Playoffs Knicks Lost East Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 50 31.3 10.1 3.1 5.8 8.9 2.5 1.2 0.1 2.1 3.6 3.8 7.9 .489 0.1 0.2 .250 2.4 3.0 .793
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 11 38.3 13.1 2.8 5.6 8.5 3.7 1.7 0.5 2.2 3.8 4.5 9.9 .450 0.4 0.9 .400 3.8 4.6 .824
Anfernee Simons ------- --- ----------

Season 11

Charles Oakley Anfernee Simons
Season 1995-96-
Team New York Knicks-
Honors & Awards
Playoffs Knicks Lost East Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 53 33.5 11.4 3.1 5.6 8.7 2.6 1.1 0.3 2.0 3.7 4.0 8.5 .471 0.1 0.5 .269 3.3 4.0 .833
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 8 38.5 13.1 3.5 5.1 8.6 1.8 1.0 0.0 3.5 4.1 4.9 9.8 .500 0.3 0.8 .333 3.1 4.5 .694
Anfernee Simons ------- --- ----------

Season 12

Charles Oakley Anfernee Simons
Season 1996-97-
Team New York Knicks-
Honors & Awards
Playoffs Knicks Lost East Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 80 35.9 10.8 3.1 6.7 9.8 2.8 1.4 0.3 2.1 3.8 4.2 8.7 .488 0.1 0.2 .263 2.3 2.8 .808
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 10 35.8 9.8 2.3 6.5 8.8 1.6 2.2 0.3 1.8 3.7 3.8 8.6 .442 0.0 0.1 .000 2.2 2.9 .759
Anfernee Simons ------- --- ----------

Season 13

Charles Oakley Anfernee Simons
Season 1997-98-
Team New York Knicks-
Honors & Awards Achievement All-Defensive Second Team-
Playoffs Knicks Lost East Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 79 34.6 9.0 2.8 6.4 9.2 2.5 1.6 0.3 1.6 3.5 3.9 8.8 .440 0.0 0.1 .000 1.2 1.4 .851
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 10 34.0 8.1 2.1 6.4 8.5 1.4 1.1 0.2 1.3 3.8 2.9 7.1 .408 0.0 0.0 - 2.3 2.5 .920
Anfernee Simons ------- --- ----------

Season 14

Charles Oakley Anfernee Simons
Season 1998-99-
Team Toronto Raptors-
Honors & Awards
Playoffs Did Not Play-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 50 32.7 7.0 1.9 5.6 7.5 3.4 0.9 0.4 1.9 3.6 2.8 6.5 .428 0.0 0.1 .200 1.3 1.7 .807
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley ------- --- ----------
Anfernee Simons ------- --- ----------

Season 15

Charles Oakley Anfernee Simons
Season 1999-00-
Team Toronto Raptors-
Honors & Awards
Playoffs Raptors Lost East Conf 1st Rd-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 80 30.4 6.9 1.5 5.3 6.8 3.2 1.3 0.6 1.9 3.7 2.9 7.0 .418 0.2 0.5 .341 0.8 1.1 .776
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 3 37.0 10.0 0.7 7.0 7.7 3.7 2.0 0.3 1.7 4.7 4.7 9.7 .483 0.7 2.3 .286 0.0 0.3 .000
Anfernee Simons ------- --- ----------

Season 16

Charles Oakley Anfernee Simons
Season 2000-01-
Team Toronto Raptors-
Honors & Awards
Playoffs Raptors Lost East Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 78 35.5 9.6 1.8 7.7 9.5 3.4 1.0 0.6 1.8 3.3 3.9 10.1 .388 0.1 0.6 .224 1.6 1.9 .836
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 12 32.6 9.3 1.7 4.7 6.3 1.8 1.0 0.6 1.8 2.4 3.9 9.0 .435 0.3 0.7 .375 1.2 1.4 .824
Anfernee Simons ------- --- ----------

Season 17

Charles Oakley Anfernee Simons
Season 2001-02-
Team Chicago Bulls-
Honors & Awards
Playoffs Did Not Play-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 57 24.3 3.8 1.3 4.8 6.0 2.0 0.9 0.2 1.5 3.1 1.7 4.6 .369 0.0 0.1 .167 0.4 0.5 .750
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley ------- --- ----------
Anfernee Simons ------- --- ----------

Season 18

Charles Oakley Anfernee Simons
Season 2002-03-
Team Washington Wizards-
Honors & Awards
Playoffs Did Not Play-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 42 12.2 1.8 0.9 1.7 2.5 1.0 0.3 0.1 0.5 2.1 0.5 1.3 .418 0.0 0.0 - 0.7 0.8 .824
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley ------- --- ----------
Anfernee Simons ------- --- ----------

Season 19

Charles Oakley Anfernee Simons
Season 2003-04-
Team Houston Rockets-
Honors & Awards
Playoffs Did Not Play-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley 7 3.6 1.3 0.0 0.7 0.7 0.3 0.0 0.0 0.1 1.1 0.3 0.9 .333 0.0 0.0 - 0.7 0.9 .833
Anfernee Simons ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Charles Oakley ------- --- ----------
Anfernee Simons ------- --- ----------