I lean towards trades that give us additional assets.
We have Ingles, O'Neale, Mitchell and Crowder on a combined $25 million the next two seasons. That's absolutely ridiculous. Since there aren't many great free agents this year (unless you consider Herzonja or Parker a great free agent), our strength is in our expiring (Burks $10.5) and our non-guaranteeds ($12.5).
My main trades I would pursue involving expiring deals:
Gortat - $13.5 expiring we could get by trading Udoh, Jerekbo and a small deal
http://www.espn.com/nba/tradeMachine?tradeId=y85pbkp5. Gortat and #17 for those guys? Saves Washington a ton of money.
DeMarre Carroll - $15.4 expiring we could get using Burks' expiring and maybe a 2nd. Saves Brooklyn some cash and they get a younger player with more potential.
Wes Matthews - $18.6 expiring we could get using Burks' expiring and a non-guaranteed like Udoh.
Wilson Chandler - $12.8 expiring but would Denver really give us an asset to take him for an expiring? Maybe Burks for Chandler and #43?
Tyson Chandler $13.6 expiring - if we wanted a good backup center, we could trade Burks and #52 for Chandler and #31. That first pick of the 2nd round could be a good trade chip to put with #21 to move up.
Dellavadova - $9.6 the next 2 years. I think he would be a welcome addition to the lockerroom and personality of the team. I hate his $9.6 in 2019, but he could be stretched if need be after next season. That would be less than $2 per year for 5 years. I bet we could offer Udoh, Jerekbo and multiple 2nd's for Dellie and #17. Maybe we trade Burks and #21 for Dellie and #17. I'm stretching here.