For some people this is OK since they will get use, future appreciation and a likely refinance in a few years. 

Any advice on the kinds of people I should have in "my team" to make this a success?

I would just say that recently in my experience diversifying out from STR into motels/boutique hospitality has been high risk and set some people off path - it can be a very lucrative and good move - however, if you are having a lot of Success with traditional STR - it seems like a lot of people are looking back and saying they wished they stuck with that and expanded with what was already working!

Expecting other people to solve your problems7.

If you really want to sell to people from San Diego then I would just recommend you get your real estate license in whatever state you plan on selling real estate out of.

These forums are a great place to learn and meet people, whether you're just starting out or you're a seasoned investor.

You will find some good feedback based on experience from people who have done it before.

Quote from @Hughston Thackham: People see their equity and start to salivate.

I currently rent to up to 10 people however, most rentals don’t include more than 4-5.

When done improperly, as so many people do, an LLC is just a "security blanket"; it gives you the illusion of safety and little else.