Phoenix showed a lot of interested in Kyrie last summer, if you're Ainge maybe you make the call to your former team about that #1 overall?
I know this is all hypothetical but this may not be completely out of the realm. I think any trade for Kyrie is extremely unlikely, but of all the unlikely options, Kyrie to PHO for Chandler and #1 at least is somewhat realistic. Kyrie was interested in them and for them to have a core of Kyrie, Warren, Booker, Chriss, Bender, is not all that bad. Tough for them to compete in the west in the short term and I don't expect this is likely but we are talking about Trader Dan here.
I don't think we are going to trade Kyrie or Hayward in the short term. Medium to longer term, who knows.
Phoenix wouldn't even include Jackson last summer when Irving had an extra year and wasn't coming off of surgery (had they included Jackson the trade would have been something like Bledsoe, Bender, and Jackson for Irving - they ended up cutting Bledsoe anyway). There is no way, none what so ever, that they include the #1 overall pick this year in a trade for Irving.
I think something like this before the draft Ainge would at least consider. Irving, Yabu, Nader Semi for Beverly, Jordan (he opts in), 12, and 13. With 12 and 13 maybe Boston can then move up to get a player Ainge really likes or he just stands pat and gets some quality young depth like Robert Williams, Collin Sexton, Miles Bridges, or whatever. So in the trade, Boston adds a veteran defensive oriented PG (Smart leaving insurance) and a real interior defender/rebounder, plus some talented young depth. The trade can be done without Beverly and the 3 "filler" contracts, but I think including Beverly makes way more sense for both teams. Again, I'm not sure I would do that, but that is a fairly realistic trade that is probably out there. The Clippers get their "star" and stay relevant, while Boston adds a position of need, gets some solid experience, and upgrades the bench youth.
So post trade - 2 deep rotation
PG - Rozier, Beverly
SG - Brown, Smart
SF - Hayward, Tatum
PF - Horford, Morris
C - Jordan, Baynes/Monroe
Rest of bench - Theis, 12, 13, 27, ?