Dana probably hates that he let Jones move up, and wants to keep that from happening again.
Also, Dana is probably looking at Pereira as his moneymaker @ LHW
At this point I feel like Dana might be wanting to see JJ lose just so he can go fuck off and retire.
HW has always been kinda thin and a weird division, if we're being honest. Not enough fresh talent to avoid having a past-his-prime JJ corpse-camp it.
At the end of the day, Dana needs talent to either 1) be dominant enough to own a division, so they can headline big events, or 2) cycle often enough that he can build up the new talent with the corpses of the old talent. Well, the HW division sure as shit isn't 'cycling', the entire division is stagnant AF, and it isn't that JJ is as dominant as he'd like to think he is, he's just beating up a thin division and showing everyone how bad things are. Who wants to see that on a card?
Jones/Gane might have technically been a win for Jones, but IMHO it was a net loss for Dana and the UFC
Just my 2 cents