Most his age just want to be a TikTok star.  

In our situation, property managers won't likely fit into the pie since we are looking to sell the property in the open market.However, you can always leverage your "rock star" agent who found you the deal (assuming it's not an offmarket deal or from a wholesaler) to check up on the construction every so often.

A lot of people will pay $1200/nt for 4 crappy budget motel 6 quality rooms at the All-Star resort rather than $175/nt for an 8br themed out mansion with a private pool, theater, and $30,000 arcade room.To answer your original question on investing over a long-term period, that is really this market's main strength. 

That's a super super good podcast epsiode- you should probably share it and give it five stars and all that jazz. :) You can't utilize bonus depreciation on anything <50% business use.

Kind of like sports star's endorsing a care or something.

@Diogo Candido i'm definitly up for a good challenge ;) Looking at what is in the market already, it seems we would need to "build" some kind of 4 or 5 star hotel but ready for seniors.Then we would have two options:1) find an operator to run the assisted business who would be our tenant (not the seniors) and pay us a rent;2) manage the property and the assisted business;At this point in my life, i would be only interested in number 1).

And arguing with SEC saying "oh yeah, I knew the rules and I illegally entered this investment, I shouldn't have been let in sooooo I get a gold star and all my $ back right?"

We ask for a review with the context that we aim for 5-stars which also helps.  

Just less Movie Stars.

Vrbo and Airbnb sync with each other for free, Vrbo has free dynamic pricing, both platforms send out enough automated messages for me.I check in on guests after they arrive to provide that small personal touch.We get consistent 5 star reviews with minimal effort.