I think it is telling that Brogdon will now be on his 4th team in 6 years.
Helluva player but he never seems happy. I can do nothing more but assume but have a feeling he isn't the most enjoyable guy to be around just from his everyday demeanor and tone.
There has to be more to it as teams aren't usually quick to unload, a fringe all star, former rookie of the year and now 6th man of the year type player.. on a favorable contract
I think that with a lot of players, that's true. But, I'm not sure it's fair to Brogdon.
He was on Milwaukee. They seemingly liked him. Then he got a big contract in free agency, and he left. That's not a sign of a malcontent.
Then he was on Indiana. He played very well there. Then the team started a youth movement after it landed Haliburton. That's not the sign of a malcontent.
Next, he joined the Celtics. He accepted his role and won 6MOY. He was in trade discussions after only a year, but that's because upgrades became available. There's no shame in being traded for KP or Jrue. That's not the sign of a malcontent, although Brogdon's unhappiness may have affected the urgency of a trade for Jrue.
Rather than a malcontent, I think Brogdon finds himself in the "sweet spot" for being traded a lot: he's a good but not great player who has an easily moveable salary. He's not good enough to be a building block, but he is good enough to be desirable to a lot of teams because of a fairly modest salary, good production and professional behavior.