I've seen various deals with Miles Turner coming back to Boston, but I've never seen one with Brogdon coming back as well. Presumably that's because people think that he can't be had.
I don't think that's true. While he made some noise this year, I don't think he was actually as good as people think. 44/31/90 shooting getting only 3 free throws a game. Assists looked good, but I think you could argue some of that was synergistic off of Sabonis. Since Oladipo came back, he hasn't played great either.
Hayward is a better player than Brogdon and can play off ball a little better. He's a better defender (Brogdon is a bit overrated there). Indiana connections make sense and Hayward's contract runs up the same year as Oladipo, which gives cap flexibility.
Now, let's be honest. Turner and Brogdon for just Hayward is a very unfair trade. All three are in the same range as players on the court. I think the Cs would need to send back Theis as well, who can do about 70% of what Turner does. I think Theis and Hayward are smart players who could help Oladipo blossom even more.
That's still not enough to seal a trade. It might pain me, but I'd be willing to include one of Robert Williams or Romeo Langford, the Memphis pick, and a future conditional first that likely becomes two seconds.
The Pacers start Holliday-Oladipo-Hayward-Warren-Sabonis with Langford, Memphis 1st, Theis, McDermott, Holliday off the bench. They sell Brogdon high and buy Hayward low in this deal.
The Celtics start Walker-Smart-Brown-Tatum-Turner with Brogdon, Williams, Williams, Ojeleye, Wanamaker, Green, Mid-level (for a swing-4), and Kanter.
It's not perfect, I admit. I'm just arguing that there might be a voice in Indiana that says, "Good trade for six reasons: 1) Buy Hayward low. 2) Sell Brogdon high, especially with injury concerns. 3) Make roster fit better together without Turner. 4) Bring Indiana boys home. 5) Cap flexibility in summer of 2021 to resign Oladipo and Hayward and go for another player. 6) Increase youth and draft capita for homegrown talent or future trades."