This (Simmons for Lillard) would be an impatient trade for the 76ers, but I get the impression they fired Hinkie because they got impatient. They have a very unbalanced roster and they need shooting in the worst way. Also they have no real (prototypical) PG, so would be tempted by Lillard (unlike many teams given the profusion of good PGs currently). It's not clear that Simmons would really work alongside Embiid, who has got to be their centerpiece going forward, whereas Lillard would complement him perfectly.
Meanwhile, for us, this would be an admission that it's a total rebuild. CJ would be our star-of-the-moment, but Simmons has a chance to be really special, like, much more special than Damian. Of course, he also has a chance to be a taller, even more injury-prone Ricky Rubio. As mentioned, his talents fit a running game better. But why can't we run? It's not like we have a settled roster that's good enough to dictate our style of play.