I don’t get why he quit his job. His content isn’t better or increased and he is unwilling to spend any money to improve it or travel to other Disney parks.
He quit because a) he truly believes his special purpose in life is to be for Disney You Tube what Edward R. Murrow was to broadcast journalism, b) he got accustomed to working from home during the pandemic and, once it was over, woke up one morning a realized "why should I go to work today when my Muffins will pay me to fulfill my destiny by going to Disneyland instead!" and c) he's a muppet with special needs.
As for the unwilling to spend money part...it's not that he's unwilling so much as it's he's unable. They, obviously, had to let go of the nanny they briefly employed hence Liz being "too busy" to Tube. Well...that and Davey Boy couldn't handle that more people would rather watch his wife and her coven go to Michaels or eating cold cuts out the back of a mini van at a drive-in than him walk down Main Street soiling himself...but let's not go there.
Least not until his content gets compelling the day Liz decides to stay in the desert with her first daddy. Cause that great, big, beautiful tomorrow is coming...