| NUMBER TWENTY-ONE | ||
| NAME | POSITION | YEAR |
| Brandon Alexander (also #37) | DB, LB | 2017- |
| Laurie Andrain | — | 1932 |
| Harold Balla | HB | 1945 |
| Eric Blount (also 12) | RB | 1998, 2001-02 |
| Juran Bolden (also 5) | DB | 1995, 200-01, 2007 |
| Blaise Bryant | RB | 1993-96 |
| George Fleming | HP, PK | 1963-64 |
| Nick Hallett | DB | 2019- |
| Harry Johnston (also 7, 23) | HB | 1941-42, 1945, 1947 |
| Greg Kabat (also 34) | HB, QB, G, K | 1933-40 |
| Casey McGahee | WR | 2008 |
| Alf McLauglin | HB | 1933-34 |
| Eric Mitchel | RB | 1995 |
| Tyrone Montgomery | RB | 1997 |
| Brendan Morgan | DB | 2015-16, 2018 |
| James Murphy | WR | 1983-90 |
| Ken Nielsen | WR | 1965-70 |
| Jason Nugent (also 13) | DB | 2007-08, 2011 |
| Tom Oberg | DB | 1971-73 |
| Scott Regimbald | FB | 2004-06 |
| Gary Rosolowich (also 35) | DB | 1977-81 |
| Tom Scott | WR | 1974-77 |
| Charlie Shepard (also 83, 91) | FB, P | 1957-62 |
| Marcel Smith | DB | 2004 |
| Brandon Stewart (also 8) | DB | 2009-13 |
| Alex Suber | DB | 2010-14 |
| Ted Sutton | RB | 1982 |
| Jeff Tedford | QB | 1988 |
| Sam Wilson | DB | 1999 |
Canadian Football Hall of Famers:
- Greg Kabat (1966)
- Tom Scott (1998)
- James Murphy (2000)
Winnipeg Football Club Hall of Famers:
- Greg Kabat (1984)
- James Murphy (1995)
- Ken Nielsen (1987)
- Charlie Shepard (1992)
CFL All-Stars
- Ken Nielsen (1968, 1969)
- Tom Scott (1977)
- James Murphy (1986, 1988)
- Eric Blount (1998)
- Brandon Alexander (2021)
Division All-Stars
- Greg Kabat (1938, 1939, 1940)
- Charlie Shepard (1959)
- Ken Nielsen (1967, 1968, 1969)
- Tom Scott (1974, 1977)
- James Murphy (1986, 1988, 1989)
- Eric Blount (1998)
- Juran Bolden (2001)
- Brandon Alexander (2021)
CFL Award Winners
- Most Outstanding Player – James Murphy, 1986
- Most Outstanding Canadian Player – Ken Nielsen, 1968
- Jeff Nicklin Memorial Trophy (Most Outstanding Player, West Division) – James Murphy, 1986
- Dr. Beattie Martin Trophy (Most Outstanding Canadian Player, West Division) – Ken Nielsen, 1968)
- West Division rookie of the year – Tom Scott, 1974
- Dave Dryburgh Memorial Trophy (West Division leading scorer) – George Fleming, 1963
- Grey Cup Offensive MVP — James Murphy, 1988
- Grey Cup MVP — Charlie Shepard, 1959
Bomber Team Awards
- Most Outstanding Player – Ken Nielsen, 1967; James Murphy — 1986, 1988; Eric Blount — 1998
- Most Outstanding Canadian Player – Ken Nielsen, 1966, 1967, 1968, 1969
- Most Outstanding Rookie Player – Tom Scott, 1974, Brandon Alexander, 2017
- Most Outstanding Defensive Player – Juran Bolden, 2001
Other Awards
- Manitoba Male Athlete of the Year — Ken Nielsen, 1967
He Wore It Well:
James Murphy, WR, 1983-90
James Murphy is a prime example of a player who comes north to the CFL after bouncing around the NFL and finds a home here both during and after his playing days. Murphy arrived in 1983 and didn’t take long to begin his assault on the Bombers record books. He retired as the club’s all-time leading receiver (since passed by Milt Stegall), was named the CFL’s Most Outstanding Player in 1986 and later was enshrined in both the Winnipeg Football Club and Canadian Football Halls of Fame.
FYI:
The Bombers were a team in decline when Ken Nielsen arrived in 1965 via a trade with Hamilton, advancing to the Grey Cup in his first season – he caught a 109-yard TD pass from Ken Ploen in the playoffs – but then going just 12-51-1 over the final four years of his days in Winnipeg. Nielsen was one of the bright lights of that era, however, being honoured as the club’s top Canadian in four consecutive seasons and winning the league’s top Canadian award in 1968. He suffered a neck injury in 1970 that forced him to retire and turn his focus to his work as a dentist.
Notable:
Charlie Shepard was a valuable member of the Bombers Glory Days of the late 1950s/early 1960s. He shared the tailback duties along with Leo Lewis and Gerry James – in 1960 Lewis, James and Shepard finished fourth, fifth and sixth in rushing in the West – and was also one of the best punters of his era.
