| 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, 2023)
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, 2023)
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, 2023
- 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.
Willie Jefferson – 2019-
Jefferson joined the Blue Bombers in 2019 in free agency and has made an immediate impact since his first days in Winnipeg. He was the CFL’s Most Outstanding Defensive Player in his first season with the Blue Bombers and has been named a CFL All-Star in three of his years. During the 2022 season he became the first player in CFL history to record both 50 career sacks and 50 career pass knockdowns — numbers which continue to grow.
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.
