Should we?
The thing about all of the expirings is that they create cap space and cap space can be used to take on bad contracts. If everything expires, the Cavs will have $40M+ in cap space. That's enough to provide a lot of teams with INSTANT cap relief.
The value for our ending contracts is if playoff teams want players and are willing to pay a higher price to take them. Can certainly help to clear cap for a team too. The Cavs always have to weigh if the return is worthwhile.
I think a couple of the endings WILL get traded, but not all.
Tristan may be the least likely to get traded due to his leadership and championship experience. I suspect that the Cavs will want a really good offer to part with Tristan.