It is not debatable that it sucks to be a Bears fan. It is only debatable WHY it sucks to be a Bears fan. The football team in the city of broad shoulders has not excelled at the sport where broad shoulders should come in extremely useful.
So this is why it sucks to be a Bears fan…….
I. The Fan Base
So this is why it sucks to be a Bears fan…….
I. The Fan Base

First and foremost, it sucks to be a Bears fan because you are lumped together with the overweight, sausage-eating, baker’s-dozen-heart-attack-having, Ditka-loving group from Saturday Night Live. Talking about da bears and dem guys dat can’t win dat game against dat udder team. It’s not a pretty sight to see the passionate fans of Chicago watching their team come up short time and time again. And the fans are passionate, because let’s be honest, what else do they have to cheer for? The Cubs? Yeah, that “curse” from 1908 isn’t going to end anytime soon for the loveable losers that fill the stands with people who don’t know anything about baseball, but know that they want to be seen at the game. Oh, and they just declared bankruptcy, so do you really expect them to imp

II. The Ownership/Management
The McCaskey family controls about 80% of the team, and I don’t think you can question their passion for the team and for football. Unfortunately, the problem has been with hiring poor personnel people and messing up the roster. The McCaskeys hired Jerry Angelo as the GM in 2001, yet their coach at the time

III. The Quarterback
Speaking of Kyle Orton, it deserves its own section. The Quarterback of the Chicago Bears, it doesn’t sound that complicated. Play caretaker for a team with a good defense and a predisposition to run the ball. Yet the Bears have not found a quarterback
since Sid Luckman – and he retired in 1950. Yes, Jim McMahon won a Super Bowl in 1986, but he was not the key to that team like Walter Payton and the defense were. Fans want to have a quarterback to see as the face of the franchise. Bears fans have had the following guys as their quarterbacks: Mike Tomczak, Jim Harbaugh, Peter Tom Willis, Eric Kramer, Steve Walsh, Dave Krieg, Rick Mirer, Shane Matthews, Cade McNown, Jim Miller, Chris Chandler, Henry Burris, Kordell Stewart, Rex Grossman, Kyle Orton, Brian Griese, and finally Jay Cutler. I’ll take “Quarterbacks I will always bet against and will win much more than I will lose” for a million, Alex. The Bears threw in Kyle Orton along with first round draft picks to get Jay Cutler, and all Orton has done is lead the Broncos to a perfect 6-0 start with a passer rating over 100, good for 8th in the league.
I mean, Jay Cutler just signed a two-year contract extension yesterday. That’s a sign of how bad it’s been for the Bears quarterbacks. Five games, 10 TDs, 7 INTs and a rating under 87.0, and yet that is far and away better than anything they’ve seen before, so they wanted to lock him up as soon as possible. Your kid only got in a fender-bender during his first 5 weeks with his license and didn’t total the car, so you might as well upgrade him to a Bentley.
IV. Lack of Success

I mean, Jay Cutler just signed a two-year contract extension yesterday. That’s a sign of how bad it’s been for the Bears quarterbacks. Five games, 10 TDs, 7 INTs and a rating under 87.0, and yet that is far and away better than anything they’ve seen before, so they wanted to lock him up as soon as possible. Your kid only got in a fender-bender during his first 5 weeks with his license and didn’t total the car, so you might as well upgrade him to a Bentley.
IV. Lack of Success
And finally, the biggest reason it sucks to be a Bears fan is that the Bears suck. They won the

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