I get your thinking -- I generally liked the moves last winter, and the trade returns at the deadline -- but I think that glosses over the intervening 4 months. Would have liked to see more of an attempt to shake up the 2018 team, maybe in May/June, before resigning themselves to seller status. Belisle was an underwhelming attempt, to say the least.
To be fair, Belisle came so late that he barely moved the needle in either direction. I'm not saying I liked the signing or want him anywhere near Minnesota, just that it probably didn't make much difference. The hand was pretty much dealt by the time he came aboard.
The front office was a mix of conservative and aggressive early in the season. After all, they promoted Romero pretty aggressively and let him pitch... and then demoted him.
A weird season.