Ray Allen vs. Winston Bennett Season by Season Comparison

Side by side comparison of each NBA season of Winston Bennett and Ray Allen, 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.

Ray Allen played 18 years in the NBA, 15 more than Winston Bennett, who played 3. Ray Allen had the first of his seasons in 1996-97, while Winston Bennett had his rookie season in 1989-90. 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
Ray Allen 18 11 1996-97 to 2013-14
Winston Bennett 3 1 1989-90 to 1991-92

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

Rookie Season

Ray Allen Winston Bennett
Season 1996-971989-90
Team Milwaukee BucksCleveland Cavaliers
Honors & Awards Achievement All-Rookie Second Team-
Playoffs Did Not PlayCavaliers 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 %
Ray Allen 82 30.9 13.4 1.2 2.8 4.0 2.6 0.9 0.1 1.8 2.7 4.8 11.1 .430 1.4 3.6 .393 2.5 3.0 .823
Winston Bennett 55 18.0 6.1 1.5 1.9 3.4 1.0 0.4 0.2 1.1 2.4 2.5 5.2 .479 0.0 0.0 - 1.2 1.7 .667
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett 5 27.0 10.0 2.8 1.4 4.2 1.0 0.6 0.2 0.8 2.2 4.6 9.4 .489 0.0 0.0 - 0.8 1.2 .667

Season 2

Ray Allen Winston Bennett
Season 1997-981990-91
Team Milwaukee BucksCleveland Cavaliers
Honors & Awards
Playoffs Did Not PlayDid Not Play
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 82 40.1 19.5 1.5 3.4 4.9 4.3 1.4 0.1 3.2 3.0 6.9 16.0 .428 1.6 4.5 .364 4.2 4.8 .875
Winston Bennett 27 12.4 4.3 1.1 1.3 2.4 1.0 0.3 0.1 0.7 1.9 1.5 4.0 .374 0.0 0.0 - 1.3 1.7 .745
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett ------- --- ----------

Season 3

Ray Allen Winston Bennett
Season 1998-991991-92
Team Milwaukee BucksCleveland Cavaliers, Miami Heat
Honors & Awards
Playoffs Bucks 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 %
Ray Allen 50 34.4 17.1 1.1 3.1 4.2 3.6 1.1 0.1 2.4 2.3 6.1 13.5 .450 1.5 4.2 .356 3.5 3.9 .903
Winston Bennett 54 15.4 3.6 1.2 1.8 3.0 0.7 0.4 0.2 0.6 2.3 1.5 3.9 .379 0.0 0.0 .000 0.6 0.9 .700
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 3 40.0 22.3 2.7 4.7 7.3 4.3 1.0 0.3 3.7 3.0 8.3 15.7 .532 3.0 6.3 .474 2.7 4.3 .615
Winston Bennett ------- --- ----------

Season 4

Ray Allen Winston Bennett
Season 1999-00-
Team Milwaukee Bucks-
Honors & Awards Achievement All-Star Game-
Playoffs Bucks 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 %
Ray Allen 82 37.4 22.1 1.0 3.4 4.4 3.8 1.3 0.2 2.2 2.3 7.8 17.2 .455 2.1 5.0 .423 4.3 4.9 .887
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 5 37.4 22.0 2.0 4.6 6.6 2.6 1.6 0.0 1.8 2.0 8.0 18.0 .444 2.0 5.2 .385 4.0 4.4 .909
Winston Bennett ------- --- ----------

Season 5

Ray Allen Winston Bennett
Season 2000-01-
Team Milwaukee Bucks-
Honors & Awards Achievement All-NBA Third Team-
Achievement All-Star Game-
Playoffs Bucks 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 %
Ray Allen 82 38.2 22.0 1.2 4.0 5.2 4.6 1.5 0.2 2.5 2.3 7.7 16.0 .480 2.5 5.7 .433 4.2 4.8 .888
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 18 42.7 25.1 1.1 3.1 4.1 6.0 1.3 0.6 2.4 2.4 8.8 18.4 .477 3.2 6.6 .479 4.4 4.8 .919
Winston Bennett ------- --- ----------

Season 6

Ray Allen Winston Bennett
Season 2001-02-
Team Milwaukee Bucks-
Honors & Awards Achievement All-Star Game-
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 %
Ray Allen 69 36.6 21.8 1.2 3.3 4.5 3.9 1.3 0.3 2.3 2.3 7.7 16.6 .462 3.3 7.7 .434 3.1 3.6 .873
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett ------- --- ----------

Season 7

Ray Allen Winston Bennett
Season 2002-03-
Team Milwaukee Bucks, Seattle Supersonics-
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 %
Ray Allen 76 37.9 22.5 1.2 3.8 5.0 4.4 1.4 0.2 2.6 2.9 7.9 17.9 .439 2.6 7.0 .377 4.2 4.5 .916
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett ------- --- ----------

Season 8

Ray Allen Winston Bennett
Season 2003-04-
Team Seattle Supersonics-
Honors & Awards Achievement All-Star Game-
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 %
Ray Allen 56 38.4 23.0 1.2 3.9 5.1 4.8 1.3 0.2 2.8 2.4 8.0 18.2 .440 2.6 6.8 .392 4.4 4.8 .904
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett ------- --- ----------

Season 9

Ray Allen Winston Bennett
Season 2004-05-
Team Seattle Supersonics-
Honors & Awards Achievement All-NBA Second Team-
Achievement All-Star Game-
Playoffs Supersonics Lost West Conf Semis-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 78 39.3 23.9 1.0 3.4 4.4 3.7 1.1 0.1 2.2 2.1 8.2 19.2 .428 2.7 7.1 .376 4.8 5.5 .883
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 11 39.6 26.5 1.1 3.2 4.3 3.9 1.3 0.4 3.1 2.0 9.3 19.5 .474 2.8 7.5 .378 5.1 5.7 .889
Winston Bennett ------- --- ----------

Season 10

Ray Allen Winston Bennett
Season 2005-06-
Team Seattle Supersonics-
Honors & Awards Achievement All-Star Game-
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 %
Ray Allen 78 38.7 25.1 0.9 3.3 4.3 3.7 1.3 0.2 2.4 1.9 8.7 19.2 .454 3.4 8.4 .412 4.2 4.6 .903
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett ------- --- ----------

Season 11

Ray Allen Winston Bennett
Season 2006-07-
Team Seattle Supersonics-
Honors & Awards Achievement All-Star Game-
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 %
Ray Allen 55 40.3 26.4 1.0 3.5 4.5 4.1 1.5 0.2 2.8 2.1 9.2 21.0 .438 3.0 8.1 .372 5.1 5.6 .903
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen ------- --- ----------
Winston Bennett ------- --- ----------

Season 12

Ray Allen Winston Bennett
Season 2007-08-
Team Boston Celtics-
Honors & Awards Achievement All-Star Game-
Playoffs NBA Champion NBA Champion-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 73 35.9 17.4 1.0 2.6 3.7 3.1 0.9 0.2 1.7 2.0 6.0 13.5 .445 2.5 6.2 .398 2.9 3.2 .907
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 26 38.0 15.6 1.0 2.8 3.8 2.7 0.9 0.3 1.5 2.4 5.1 12.0 .428 2.1 5.3 .396 3.2 3.5 .913
Winston Bennett ------- --- ----------

Season 13

Ray Allen Winston Bennett
Season 2008-09-
Team Boston Celtics-
Honors & Awards Achievement All-Star Game-
Playoffs Celtics 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 %
Ray Allen 79 36.4 18.2 0.8 2.7 3.5 2.8 0.9 0.2 1.7 2.0 6.3 13.2 .480 2.5 6.2 .409 3.0 3.2 .952
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 14 40.4 18.3 0.9 3.0 3.9 2.6 1.1 0.4 1.8 2.5 5.9 14.7 .403 2.5 7.1 .350 3.9 4.1 .948
Winston Bennett ------- --- ----------

Season 14

Ray Allen Winston Bennett
Season 2009-10-
Team Boston Celtics-
Honors & Awards
Playoffs Celtics Lost NBA Finals-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 80 35.2 16.3 0.6 2.6 3.2 2.6 0.8 0.3 1.6 2.3 5.8 12.2 .477 1.8 5.0 .363 2.9 3.2 .913
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 24 38.5 16.1 0.5 2.8 3.3 2.6 0.9 0.1 1.5 3.1 5.5 12.7 .431 2.3 6.0 .386 2.9 3.3 .863
Winston Bennett ------- --- ----------

Season 15

Ray Allen Winston Bennett
Season 2010-11-
Team Boston Celtics-
Honors & Awards Achievement All-Star Game-
Playoffs Celtics 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 %
Ray Allen 80 36.1 16.5 0.6 2.8 3.4 2.7 1.0 0.2 1.5 1.8 6.0 12.2 .491 2.1 4.7 .444 2.4 2.7 .881
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 9 40.1 18.9 0.6 3.2 3.8 2.4 1.2 0.1 1.1 2.3 6.3 12.1 .523 3.6 6.2 .571 2.7 2.8 .960
Winston Bennett ------- --- ----------

Season 16

Ray Allen Winston Bennett
Season 2011-12-
Team Boston Celtics-
Honors & Awards
Playoffs Celtics 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 %
Ray Allen 46 34.0 14.2 0.3 2.8 3.1 2.4 1.1 0.2 1.5 1.8 4.9 10.7 .458 2.3 5.1 .453 2.1 2.3 .915
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 18 34.2 10.7 0.4 3.7 4.1 1.0 0.9 0.1 0.9 2.3 3.7 9.3 .395 1.6 5.1 .304 1.8 2.5 .711
Winston Bennett ------- --- ----------

Season 17

Ray Allen Winston Bennett
Season 2012-13-
Team Miami Heat-
Honors & Awards
Playoffs NBA Champion NBA Champion-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 79 25.8 10.9 0.5 2.2 2.7 1.7 0.8 0.2 1.3 1.6 3.7 8.2 .449 1.8 4.2 .419 1.8 2.0 .886
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 23 24.9 10.2 0.6 2.2 2.8 1.3 0.5 0.1 1.2 1.8 3.2 7.5 .430 1.7 4.2 .406 2.0 2.3 .870
Winston Bennett ------- --- ----------

Season 18

Ray Allen Winston Bennett
Season 2013-14-
Team Miami Heat-
Honors & Awards
Playoffs Heat Lost NBA Finals-
more >>
Regular Season Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 73 26.5 9.6 0.3 2.5 2.8 2.0 0.7 0.1 1.2 1.6 3.3 7.4 .442 1.6 4.2 .375 1.4 1.6 .905
Winston Bennett ------- --- ----------
Playoffs Stats
G Min Pts ORb DRb Reb Ast Stl Blk TO PF FGM / A % 3PM / A % FTM / A %
Ray Allen 20 26.4 9.3 0.7 2.7 3.4 1.6 0.7 0.2 1.2 2.1 3.0 7.2 .413 1.7 4.3 .388 1.7 1.9 .919
Winston Bennett ------- --- ----------