all these contortions are designed to just keep CJ on the Blazers?
to start with, it's become fairly obvious that the Blazers, as an organization, are a lot more reactive to luxury tax implications than they were when Paul Allen was alive. Blazers would have not left the TPMLE unused if PA was still the owner....IMO. So then, committing to over 130M in salaries to just 4 players, for the next 3-4 seasons just doesn't seem realistic. That would be committing to repeater tax as well as committing to Powell as a backup when his history is he plays much worse as a backup
as for your lineup of:
Dame
CJ
Roco
Simmons
Zeller
that's not nearly as good, again IMO, as:
Dame
Powell
Roco
Simmons
Nurkic
or
Dame
Powell
Roco
Nance
Simmons
both of those lineups are better than any keep-CJ fantasy
I mean, the Blazers would be trading for Simmons knowing he'd need lots of touches to be effective. That would make the mesh between Dame and Simmons a little tricky but would be quite solvable. But adding CJ's ball dominance and shot clock usage would relegate Simmons to a watcher and significantly degrade his impact. It makes no sense, to me at least, on any level...sorry. The mesh between Dame and CJ has always been awkward because of their redundancy in styles, size, and position. That hasn't improved, at all, in 6 seasons. It's actually become worse in some significant ways.
The only good argument for not trading CJ was who was going to replace him in the lineup. Portland has Powell now, so that argument is moot. What's left is the return Portland can get for CJ, but if the Blazers can get Simmons for CJ, that's actually better than they should have expected. It's a buy-low opportunity for Portland