Yeah, if the guys earn their way into the playoffs he is going to be happy for them but if they back their way in or make it because some other team is purposely tanking, he won't be happy about it.
Either way, trades to improve short term will not happen. Trades that improve the long term, whether to help financially or talent wise, would be happening.
I love the fact though that he thinks if these guys develop and play great and earn their way that he will be happy for them, even if maybe, it might not be what he really wants. Then again, if they make the playoffs, I am sure ownership isn't going to lament the extra $5-10 million that could be earned from playing in the playoffs.