I don't think the Mavs are the worst-run team in the league, but they do not seem to be run well. Cuban seems to have this idea that he can constantly "reload" rather than rebuild in a way that seems to guarantee that they will be potentially mediocre. They were incredibly fortunate to get Luka. Assuming he was drafted fifth, the prior three players drafted fifth were Fox, Dunn and Hezonja, so not really foundational pieces outside of Fox (and yes, obvious caveats for that's not exactly how the draft would have gone if the Mavs picked fifth in any one of them, I know). In a way, it is admirable that Cuban always wants to field a decent team. Not what I would prefer as a fan, but admirable.
The Kyrie trade is more along those lines. I am sure in his mind he is getting a distressed asset at a discount (the takes on the return are varied) and that is going to push them to the playoffs and once in, they can make some noise. In reality, I don't think that Kyrie makes that team elite (better, but still not beating the top of the West) and the backend is Kyrie doing Kyrie things, which after doing it at 3 stops now I think is safe to say is just the way he is.