Flames have made more Cup finals than the Leafs since that trade
For me if I could go back in time and stop one trade from happening, I would stop Jason Weimer for Sandy McCarthy and draft picks. The Lightning would use one of those picks to take Brad Richards. If the Flames don't make that trade, no way they don't win the Cup in 04.
Also I'd like to add trading away Rob Niedermayer , not because he was anything special. But because when Scott was a free agent IIRC he choose to sign in Anaheim because he wanted to win a Cup with his brother. He stays here we have a good chance of signing him.