Apologies if this has already been mentioned as I haven't read the entire thread, just skimmed it.
Here's a morning coffee thought: I think Moranis is right - I'm not sure that Philly really needs to trade Simmons.
Usually holdouts are the best player on the team. Simmons isn't that guy for Philadelphia.
It's feasible that the Sixers could roll out a starting lineup of Milton, Curry, Green, Harris, and Embiid and start the season, say, 22-14, to use an arbitrary positive record.
Is this a championship team? Not really. But they're very unlikely to get to that level with anything they get back from Simmons anyway... and he's a great built-in excuse for the front office (e.g. we signed a max player and he's sitting out, sorry fans. Not much we can do).
The other thing is that even though his trade value has plummeted, he's still a positive asset for other teams, even if he's allergic to big moments, so you're disinclined to trade him on that front anyway. Why would you want to send a good player to another team if you're not getting comparative assets in return?
On this line of thinking, it doesn't really hurt the Sixers to let him collect DNPs & fines, because the on-the-court product is still a decent team. The salary cap problem remains a problem, in terms of getting better, for sure, but I'm not sure that Philly comes off worse in this game of chicken.
I'm sure I haven't really spent enough time thinking all of the facets of this through, but I'll posit the point for discussion, even if I'm absolutely off the mark for reasons I just haven't thought of.