Love had more freedom and a much higher usage rate in Minnesota, but malcontent is not really rooted in 'not being the best on a team anymore and adjusting to the "third-best/2a/2b" on the Cavs. It's that even as the factual "third-best/2a/2b" in Cleveland, he's actually being used more infrequently AND differently, not just more infrequently.
The only key cog Cleveland can say they're guaranteed to have for the future is Kyrie Irving at this point. So if Love was initally okay being used infrequently and that's what he was told to expect, but when then when he arrives it comes into focus that he's being used on a more infrequent basis AND he's being used differently (in a way that doesn't even allow him to do what he does best), it would rightfully make somebody who knows he may or may not (inconclusive to even him probably) be earning $ from a different team in the near future a little uncomfortable with his situation on his current team. This will be the biggest deal of his career in all likelihood.
In the three seasons with Minnesota where Love averaged 30+ minutes while playing in at least 90% of the team's games, he averaged 20/15 once, and 26/13 twice.
He's 26 years old, so "cares about winning" is a weird question to debate with him...
- ... with those three seasons in mind (evidence of what he can give you on the boards while extending out from the block when a situation/opposing defense caters to it), - --
- ... with what Cleveland invested in the trade that got him to them in mind
- ... with the embedded presumption that somebody is somehow prioritizing themselves over a team if they're dissatisfied with their role/leave in free agency.
If it's a business for the front office in February when they send players, both expected and unexpected, all across the country in these annual league-wide liquidations, then it should be a business when a player wants to get paid for their actual value.