Speaking of guys who don't deserve max contracts and believe that they do, the Blazers still have two years left on Ayton's contract, will use this year to see if he can be effective as a PF, just in case Clingan proves himself capable of playing an effective Center while staying healthy for 2000 minutes in a season at the end of observing him this season. There's really no direction for the Bengals regarding what to do with Ayton until the 2024-2025 season plays itself out and they are able to view the progress of Clingan and the ability of those two to work together.
The Blazers are never going to offer a large extension for Ayton at the Center position in hopes that Clingan becomes the Starter there, so PF in an Aldridge-type of role [great mid-range, good rebounding, acceptable Defense, but unable/unwilling to guard the "3")] is the only position where the Blazers would consider giving Ayton an extension at a price the two camps could work out. That's not a decision that needs to be made until next Summer though, and by then, should they want to trade him, then there is only one season left on Ayton's contract, making him a much more valuable trade piece. Also, next Summer, decisions can be made on both Simons and Grant (if either are still here after the 2024-2025 trade deadline). There will be mystery injuries again this season to help the tanking for the 2025 draft, though with Billups' lack of ability to Coach at any level (not that he's ever tried any other), they probably don't have to intentionally tank to lose by putting veterans on the bench. But, putting veterans on the bench is the only way to get the minutes given to the players who potentially make up the 2026-2027 roster, so that they are ready to make a push for the playoffs at that time.
So, 2024-2025 will be a year of watching how creatively Joe Cronin is able to get minutes for the future players, in addition to see if there's a reason to keep Ayton beyond his current contract (that price to be determined based on what happens over the next year).
The first pick of the 2025 draft is hopefully a Starter at the 3-4 position, so who we get in the draft will also play a part in what to do with Ayton.