The first thing you want to do is avoid ending up having a dead money contract in the first place. But it happens. And it's not impossible to dump it. I've seen guys dump Max contracts with 2 years left on them. I'm talking about players that are completely useless. 40 year olds. True story.
There's a few things there's a few things to understand.
If you haven't noticed, a great many owners don't know what they are doing with managing budgets. There's always left over money just sitting out there. One season I calculated there was $116 million dollars left over in unspent money between the other between the other teams.
If you are staying on top of your drafts or picking up IFAs then you'll have some prospects. You prob have some DITRs too. Those are assets that you can add to a deal with some dead money so you open up budget.
For those teams that have a lot of extra budget late in the season you'll find willing trade partners. Because let's face it, you either use your budget in season or you lose it. And if someone's miss-managing their budget, it's likely that their prospect depth isn't that deep if you know what I mean.
Note I'm not saying you need to deal a $30 million IFA to do it. But if you got useable future ML depth and ur desperate to clear bad contracts, there are deals to be made.