1984, second game of the season and first home game. They beat the Argos by two points after a disappointing season opening lose to Calgary at a time when the Bombers rarely lost at home. In the grand scheme of things, it wasn’t that significant of a game, but it was the first Bomber game I ever attended. I was a teenager and my Dad had no interest in going to football or hockey games, so I never went any Bomber or Jets games. But an uncle was going with one of my cousins and had a spare ticket, so he took me. It was a big thrill for me to finally get to attend a live game.
1988 Grey Cup. After the 1987 season where the Bombers were dominant but lost the East final this was an unexpected win as Tom Clements had retired. But somehow, they managed to win it.
During the 1983 season when Dieter Brock was traded to Hamilton for Tom Clements. Brock had already said that he wanted out and wasn’t playing. In the pre-internet days, I remember watching TV when a ‘breaking news’ story scrolled across the bottom of the screen. It said something like ‘Winnipeg Blue Bomber quarterback, Dieter Brock, has been traded to Hamilton for…’, and when I saw that I immediately was thinking ‘Tom Clements, Tom Clements’!
1994 Eastern Final loss to Baltimore. When it finally seemed like it would be third-time’s-the -charm with Dunigan and the Bombers.
2002 Western final loss to Edmonton. After the 2001 Grey Cup loss and then this one, it just seemed like it was destined not to happen with this version of the team, despite everything they had going for them.
Not an on-field disappointment, but in the mid-90’s when they dropped the royal blue uniforms and traditional ‘W’ logo for the scheme they wore for the next 20 years. I hated those uniforms and that logo! Bonus positive memory is when they finally switched back a few years ago.