Simons to Orlando makes too much sense for both teams. Not sure what other teams could make sense - I saw an OKC rumor which maybe could be a possibility. A team with good defense but needing some scoring punch is an ideal fit. Spurs also would make sense but I suspect they are not trying to win this soon and prefer younger players.
Grant to the Pistons makes a ton of sense for both teams as well. Perhaps Sacramento makes sense. Other Grant destinations are difficult with his large contract.
Brogdon with his offense/defense abilities can actually fit with a lot of teams as basically a poor man's Jrue. That might depend on them doing other moves first though. If Atlanta trades away Trae he could fit next to Murray. He could fit in Cleveland if Garland or Mitchell are traded. OKC or Orlando could make sense if they don't get Simons. If Brogdon is healthy and plays well in the Olympics that could also help his value.
Ayton makes so much money and there's so few teams needing centers it's probably best to just have him stay with the Blazers. When his contract is an expiring as well as the cap continues to increase he might have more trade value, especially if he puts up bigger stats next season.
Timelord probably has to get healthy and play effective minutes for the Blazers first - then he could have some value. It's a gamble. If the Blazers do a few of these gambles with Timelord and to a lesser degree Brogdon, maybe later otherwise, hopefully they can cash out a couple that hit and just eat the contracts of those that miss.
Thybulle I doubt has value so probably need to eat another year of his contract first. Blazers should explorer throwing him into deals with one of our 4 vets above as perhaps with us eating a worse contract we could get a better pick.
Hoping one of these guys gets traded soon and certainly this off-season. Will be depressing if we have this same vet core in mid July.