One issue with Chara is his performance bonuses for the acquiring team.
If those bonuses are hit and the team doesn't have the cap space to cover them this season, they roll over to next season's cap.
Maybe not a big deal if you think Chara is the final piece for a long cup run, but that is up to $750k less cap space to work with next season. For a team like the Flames with potentially big contracts to sign next season, it is a concern.
Recall that one of the reasons no playoff teams took a flyer after the Flames and Jagr were done was his performance bonuses too.
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