If it’s 5 years long and front loaded that would be bad for the Pens because the cap hit stays even if Malkin leaves.
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Oh right, that caveat would hurt the Pens a little if he retired early. I take your point. No point in front loading such a deal. Still, the likeliest scenarios (in order of likelihood) for 2025 (3 years into said deal) and beyond are:
-The Pens window has slammed shut and the team is bad. Serviceable younger guys like Guentzel and Marino get sold off, and Crosby, Letang and Geno are the only ones playing out the string on their own terms, and 71 wants to call it earlier than the others. In this case, the cap hit wouldn't matter.
(less likely than that....)
-The Pens remain a playoff bubble team, but injuries finally catch up to Geno and he is LTIRd. In which case he collects the rest of his deal in Florida, and his contract becomes trade bait or some cap strapped team. In this case, the cap hit doesn't matter either.
(less likelier still)
-The very least likely scenario: The Pens are still good, to the point where cap actually matters, but Geno Malkin is a shell of his former self and cant contribute anymore. I just feel like, if the team is still going to somehow remain competitive the next 5 years, Malkin would have to be a big part of it.
The point is that there is a very very slim chance the Pens are still worried about cap implications by the time a 4 or 5 year deal for Malkin concludes. Same with Letang for 6. At the point where 87/71/58 are nearing retirement, and the Pens are declining, I hope the team cap is used to take bribes for bad contracts around the league.