Folsomkingsfan
Starter
I just don’t think the offers will be that rich. Here’s how I think those would go:
Portland: CJ OR Collins/Simons/filler
Denver: Harris/picks
GSW: DLo OR top 5 pick
Chicago: LaVine/filler OR Markkenan/filler
You also have to factor in Klutch. Yeah, Benny has an extension that is yet to kick in, but any front office should probably only count on having Benny for the next two years (assuming an off-season acquisition).
I think the right trade package falls somewhere in the middle with both of your proposed trades. Simmons is very good at many things, but there is no getting over the fact that right now he is the worst shooter in the league and playing a position where it is required, arguably, the most. Andre Roberson was a more reliable 3pt shooter than Simmons. Andre Drummond is a more reliable free throw shooter. There's just no way Simmons brings back superstar value for the 6ers. At the same time he is still an elite playmaker and defender so he should be able to command more than Collins and Simons, or DLo straight up.
For us, the max I would go would be Buddy or Bagley, Giles, and our first if it's not top 4 or 5. It's just really hard for me to see a team building a contender around Simmons, unless every other position is occupied by God tier shooters, like GSW.