Help Portland swap for a pick in the 20s

[tester551]

NOP sends 17, 21 and Hawkins
Portland sends RW3 and 14

Feels a bit backwards but Blazers get 2 shots at players they like for a player coming back from an injury.
Pelicans get a center that -if healthy - can play the role. And at 14 could get Collier as a PG.

Where does Portland sign?

Ideally, Portland would still get to decide if they want the #17 - or the '25 LAL pick... I'd lean towards having the '25 pick.

***EDIT***
It looks like NOP would need to send out a little more salary to make this valid. Including either Robinson-Earl, Liddell, or Alvarado would work. Which player holds the least value to NOP?

[Norm2953]

I would hate to trade RW3 without knowing how he's going to play coming back from
injury for if he's healthy, he's exactly what Portland needs, which is a big, physical player
to fit next to non physical players like Ayton and Grant

[Nyce_1]

ORL sends: #18, DEN 25 frp, Jett Howard (appx $20m in salary savings)
POR sends: #14 and Simons

or,
ORL sends: #18, DEN 25 (appx $22.5m in savings)
POR sends: #14 and Brogdon

First trade: The value feels way off here. I would be on board with trading Simons for #18 and Denver 25th, but not adding the 14th.

This is what I've always felt was fair return for Simons; 2 first rounds picks + our ability to absorb his contract and save you serious coin.

If you're cool with it, let's get it done.

[jredsaz]

So, essentially this is prompted by me really wanting Portland to draft DaRon Holmes II, but thinking #14 is too early to take him based on mocks, and hoping he falls to #34 is too risky. For some context, these are where a few common mocks have him: Tankathon (28), ESPN (50), NBADraft.net (20), Bleacher Report (30), CBS (28), The Ringer (23).

Objective: Either trade up from 34 and/or 40 to a pick in the 20s to get him, or trade down from 14 to get him plus receive something else of value. Blazers have 4 picks, so a swap is preferrable because we don't need to add 5 rookies, but it is possible to trade for a pick in the 20s without a swap and then Portland can worry about trading out of the draft with their other picks if necessary.

Other Portland pieces likely considered in such a trade that could hold value to certain teams:
Jerami Grant
Brogdon
Thybulle
Simons
Robert Williams
 

I’ll propose a trade but in this draft there isn’t really a too high or too low.

[gswhoops]

NOP sends 17, 21 and Hawkins
Portland sends RW3 and 14

Feels a bit backwards but Blazers get 2 shots at players they like for a player coming back from an injury.
Pelicans get a center that -if healthy - can play the role. And at 14 could get Collier as a PG.

I like this one a lot for Portland.

I mean that's not surprising, this is a huge overpay from New Orleans.