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When MacKinnon and Draisaitl both hit free agency, I signed them each for $5 million/3 years, each still in their prime. They were only demanding about $3.5 million each, but I decided to massively exceed their demands to guarantee I'd sign them. That's going to be a fun team and I've already won two straight cups (the second with Draisaitl).
I think what might really help would be the AI buying out bad contracts more often, or giving the player the ability to force another team to buyout a contract. Sure, it's easy to abuse, but so is editing a player's team and salary (or attributes), and if I had that power I could start clearing out some bad contracts and opening up cap space around the league without resorting to expedients like editing player salaries (I haven't done this, but I may test this out at some point).
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