Think about using your know-how or contacts in setting up health care buildings in real estate deals.

I think it will answer a lot of your questions.https://store.biggerpockets.com/products/first-to-a-million

But I don't think it's worth the amount of effort required. 

Why do you think purchase contracts are so long and have such small print?

I think this will not be popular with some tenants as they aren't planning that far ahead? 

I was thinking of house hacking a multi-family.

You would think too little regulation would be a good thing, right?

@Kenya Williams - I think others have made great points.

I manage on Oahu in Hawaii and I would assume based on things that I have heard from other hosts and managers in CA that the conversation around regulation would be somewhat similar given that it is a highly desirable destination for both guests and investors in the STR space.Speaking only to what I have experience with here - there seem to be three types of zones that vacation rentals fall into - on one hand you have zones where they are illegal, and while it is possible to run and gun in these areas I don't think the risk is worth the reward if you get caught.

Im not positive....but the general rule I think is that you are allowed to have 1 VA loan at a time.