Middleton is a good player and its crazy that they are thinking about trading him. What Bucks need is to make everything work according to what they plan and they need to sync well on the system presented by their new coach since if they struggle especially on their roster rotation maybe that this team cannot win a championship this season.
Although its good that they win the NBA cup since it boost their morale so let see if they would perform more better in their future games.
Also better to keep their current player to avoid committing more mistakes again.
Yes, he was part of their core team, he just got injured that's why he can't play that much and him this season. But he is still reliable for them, although what they lack is the second unit. They are not that deep like their previous years, but the good thing is that they were able to catch up right now and winning a lot of games lately including the NBA cup.
Hopefully it will not be a curse for them, just like the Lakers last year, when they won, they went nosedive after that and can't build a momentum from that series. Next for them is against the Nets so I think they can also win this game.
Yeah right though there's nothing impossible with how the owners and the management treat their players, they are all aiming for the business side, if they'll trade him then maybe just like Holiday he's more reliable after being traded, unless Middleton went to a non competitive team then he might end his career without any competitive achievements.
Though if it's still possible to work with their chemistry they are still competitive and like what you mentioned after winning that NBA cup might be giving them a good boost to play harder.