Well, the Bombers have basically done nothing since 1990 (the last year they won the Grey Cup), and these days it seems like it'll be ANOTHER 16 years before we get the cup again.
I've said for the last few years that the Bombers will never win another Grey Cup until the franchise starts making some serious profit. And that will only come with a new, state-of-the-art stadium.
None of the big names want to play in Winnipeg. We can't offer the money that Montreal and Edmonton and B.C. can. And let's face it- our city has a horrible reputation with the rest of North America. A "frozen outpost with nothing to do and no nightlife". That simply can't compete with Vancouver (beautiful scenery, great nightlife, NHL hockey), and Montreal (one of the best cities in North America) and Edmonton (most profitable team in the CFL who can offer great $$$ to the top players).
Therefore, MONEY will be the only way we can put together a contendor. And we won't have that money playing at obsolete Canad Inns Stadium.
Just look at the Winnipeg Goldeyes. The pride of Winnipeg. Second favourite sports team in Manitoba (behind the Bombers). And competitve every year. Because they're the best-run sports team in Winnipeg's history, and they make a pile of money because of the new ballpark. Hence, they can attract the Northern League's best of the best.
My personal prediction..? The Bombers will next win the grey cup sometime around the year 2020.
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