Would a future 1st be needed because of the expiring contract? Probably. Net level pick? no.
I think Rozier and KO fit ORL's needs. They could use an upgrade over Watson & Augustin long term. KO is a RFA so ORL can match any offer he gets. KO would be solid next to Vucevic or Biyombo
As far as adding a pick goes:
Due to the new CBA rules, you can now put protection on the unprotected picks you've received from another team
So we can offer the BKN 18 1st in an Ibaka trade. We're also now allowed to offer 1st round picks (instead of just two 2nds) in place of protected picks that don't convey.
For exapmle we could offer Rozier, KO, Jonas, plus the BKN 18 (top 10 protected, turns into a BOS 2019 if the BKN pick doesn't convey) for Ibaka
Don't know how Danny feels about including Rozier tho...