All my friends who only went once as kids barely remember it and could care less about theme parks, so it seems those once-in-a-lifetime visits won't translate to longterm interest as it would for repeat visitors or APs. The few things that have gotten my friends into theme parks have been announcements that percolate into the mainstream like the 'real' lightsaber, which won't be in the parks anyway.
I think the general WDW life cycle experience is kinda like this:
1. Your parents bring you as a kid. Despite the family spending a ton of money, you the child don’t remember much, or really care.
2.You take a vacation/honeymoon there with your boyfriend/girlfriend/spouse/etc. Might not spend money on kids toys, but probably drop coin on a fancy restaurant or two and lots of drinks.
3. You have kid(s), and bring them when they’re old enough because it’s something you vaguely remember doing and everyone else in society does it. Your kids nag you for all the toys and you cave because you want them to have the best time ever.
4. Repeat with the next generation.
I don’t think they care about translating guests into frequent visitors/annual pass holders. There’s a couple million kids born in the US alone every year so until that well runs dry, they’ll be fine taking $5-10,000 from each of the one time trip families.
I don’t mean to be cynical, but also don’t want to sugar coat the Disney experience. There’s a reason why my last 3 trips started with a few days planned at Disney, and all of them got nixed to stay within budget.