She really
is controlling him. It's sad, actually. I'm not saying the roles should be reversed and he should be controlling her, but there needs to be balance in the relationship and it's plain to see that he bends over backwards to make her happy and avoid conflict with her and he's done it for years - long before Jackson. And we're only seeing a tiny portion of that on camera! Could you imagine what it's like to live with her? 24x7 passive aggressiveness victimhood?
I'm also pretty sure these staycations are more her idea than his. He was perfectly fine going off and filming the parks beforehand without her - even giving us some pretty good in-depth resort tours years' back (which I admittedly DID like watching) so I see no reason to believe why he would be the constant driving force in wanting to drop all this $$$ to stay at the parks to do the same damn thing.
I don't really buy the "can't get a park reservation" excuse either as the need for all these staycations as other vloggers are going and not staying at the resorts. Plus Tim could freely film at Universal, Busch Gardens, LL, SeaWorld, etc. - heck, even go to other attractions or off-the-beaten-path spots like he used to and it wouldn't require a theme park reservation.
I really believe the bulk of this is Jenn wanting to live it up. Which explains why she's always the one to pout about leaving, pout about needing to "decompress," pout about having to go home, etc. and he doesn't vocalize that as much.
Just my rambling Saturday morning two cents.