| NUMBER FIVE | ||
| NAME | POSITION | YEAR |
| Kent Austin | QB | 1996 |
| Bob Biggs | QB | 1973 |
| Ralph Dieter Brock | QB | 1974-83 |
| Marvin Coleman | CB | 2001-03 |
| Keyuo Craver (also #3, 10) | DB | 2009-10 |
| Dexter Dawson | RB, WR, DB | 1997 |
| Jake Doanes | C, G, T | 1945, 1948 |
| Walter Dobler | QB, K | 1946 |
| Matt Dubuc | SB | 1998-99 |
| Sheldon Gaines | WR | 1987 |
| Kevin Glenn | QB | 2004-08, 2016 |
| Andy Hall (also #27)) | C | 1945 |
| Marsden (Slush) Harris | T | 1935, 1937 |
| Alfred Jackson (also #24) | CB, WR | 1993-94 |
| Willie Jefferson | DE | 2019- |
| Tim Jessie | RB | 1988-89, 1992 |
| Carl Krisko (also #35) | HB | 1938-40 |
| Abraham Kromah | LB | 2014 |
| Bert (Tiny) Lucid (also #24, 34) | — | 1937, 1940, 1943, 1945 |
| Scott McHenry (also #86) | SB, FB | 2010-11 |
| Bob McKibbon | — | 1930-32 |
| Cliff Roseborough (also #17, # 47) | HB, FW, QB, G | 1934-42 |
| Alex Ross | QB | 2018 |
| Barrin Simpson (also #51) | LB | 2006-09 |
| Chad Simpson | RB | 2012-2013 |
| Jim Thorpe (also #34) | WR | 1971-72 |
| Bill Walik | WR | 1973 |
| L’Damian Washington | WR | 2017 |
| Drew Willy | QB | 2014-16 |
Canadian Football Hall of Famers:
- Dieter Brock (1995)
Winnipeg Football Club Hall of Famers
- Cliff Roseborough (1985)
- Dieter Brock (1990)
CFL All-Stars
- Jim Thorpe (1971)
- Dieter Brock (1980, 1981)
- Juran Bolden (2001)
- Barrin Simpson (2006, 2007)
- Willie Jefferson (2019, 2021)
Division All-Stars
- Walter Dobler (1946)
- Jim Thorpe (1971, 1972)
- Dieter Brock (1980, 1981, 1982)
- Juran Bolden (2001)
- Marvin Coleman (2001)
- Barrin Simpson (2006, 2007)
- Kevin Glenn (2007)
- Chad Simpson (2012)
- Willie Jefferson (2019, 2021, 2022)
CFL Awards
- Most Outstanding Player – Dieter Brock, 1980, 1981
- Most Outstanding Defensive Player — Willie Jefferson, 2019
- Jeff Nicklin Memorial Trophy (Most Outstanding Player, West Division) – Dieter Brock, 1980, 1981
- Terry Evanshen Trophy (Most Outstanding Player, East Division) – Kevin Glenn, 2007
- James McCaffrey Trophy (Most Outstanding Defensive Player, East Division) – Barrin Simpson, 2006
- Norm Fieldgate Trophy (Most Outstanding Defensive Player, West Division) — Willie Jefferson, 2019
Bomber Team Awards
- Most Outstanding Player (established in 1953) – Dieter Brock, 1978, 1980, 1981, 1982; Chad Simpson, 2012; Drew Willy, 2013; Willie Jefferson, 2019
- Most Outstanding Defensive Player – Juran Bolden, 2001; Barrin Simpson, 2006; Willie Jefferson, 2019, 2022
- Ring of Honour – Dieter Brock, 2016
- Ed Kotowich Good Guy Award — Chris Cvetkovic, 2006, 2012
He Wore It Well:
Dieter Brock, QB – 1974-83
He was ‘The Birmingham Rifle’ and man, oh man, could Ralph Dieter Brock sling it. By the time he left the CFL for the Los Angeles Rams, he was the second-leading passer in three-down history, and to this day remains the Bombers all-time leader in passing yards and touchdowns. He is also the only Bombers player to have captured the CFL’s Most Outstanding Player Award twice, in back-to-back seasons in 1989-81.
Read Dieter Brock’s Ring of Honour story here.
Notable:
Alfred ‘Action’ Jackson was with the Bombers for only two seasons, but did make a huge impact. He broke into the league as a dual threat defensive back/receiver and only July 14, 1994 – on the night Matt Dunigan set a CFL record with 713 yards passing – Jackson set a club record that still stands with 308 yards receiving.
FYI:
Four different players who have worn 5 – Brock, Drew Willy, Chad Simpson and Willie Jefferson – have been named the team’s Most Outstanding Player.
