So much wrong with this. I hate when 4 trades get lumped together and half the roster gets turned over. That rarely, if ever, happens.
Let's just focus on Simons to Orlando.
Simons is a 25 year old 19.3 Pts, 2.7 Reb, 4.8 Ast, 42.6 FG% player.
https://www.82games.com/nbadraftpicks.htmStar Solid RoleP DeepB Bust DNP
5% 25% 30% 25% 15% 0%
In a vacuum, totally worth the #16 pick. Especially if your core is established and you don't have the need to "swing for the fences". But, it's not a vacuum.
He is who he is - an undersized but above average combo guard. I have called him a smaller Jamal Crawford for years. He is also on an expiring contract. If you are trading the #16 pick, you probably want at least a 2 year extension. You also don't want to overpay him due to the limitations of his game - lacks elite distribution skills you would hope from a point guard, while also being undersized when playing at the shooting guard position. He can get open and make shots, making him not an offensive liability at either position, but his ability to defend wing players is questionable. So, if there was some way to resign him for an additional 2 years at $20m/season or less, you jump at that. But, lock out times for negotiations makes that impossible. This makes trading for Simons a flight risk, which lowers his value.
Then, you have the issue of matching salaries. Taking back a bad contract would offset moving Simons. I don't view Isaac's contract as negative, but I don't view it as positive - injury concerns, low ceiling, etc. And at 27, while he could fit a rebuilding Blazers, he's kind of in that Timelord range. Orlando fans also seem to like the guy, so it's probably one of those "he means more to us than you" things.
I can kind of see it for both sides, but I feel like this is better as a trade deadline move if Orlando is over-performing and looking for a push. And something more like a Simons for Pope + Top 20 protected 2026 pick type of trade. Even then, I'd be lukewarm for Portland, as letting Simons walk frees up cap space, whereas taking on Pope adds long-term salary for a piece that doesn't fit.
I don't have a cool avatar image because Dame came home.
"Hate all you want. The Bucks will trade Doc Rivers for me."
- Chauncey Billups