There is a large learning curve to not only know what to look for, but also finding people to do the work reasonably, as well as to manage them, etc.  

I was even looking at 4 unit multiplex in Oakland, CA since I'm from the Bay Area so I can easily manage it myself but that place is such a mess. 

Hey Tom I have a lot of experience here in Pinellas County, currently managing about 65 units.I would recommend staying out of Tarpon as they are strict 30 night minimum rental, and the demand is not as high as Clearwater/St Pete which also have 30 night minimums. 

I have owned rental properties for years, but am new to managing them myself. 

The management company that I use insures tenants that they place that meet this criterion (also a minimum credit score, etc.).

I understand this is the way syndication works with multifamily properties because the operations are generally only a few people, however, in senior living, the operations are much larger and more litigious because we are providing 24-hour care, medication management, meals, transportation, activities, etc. 

Find the right agent who can connect you with the right lender, contractors, and property managers. 

A duplex on the other end is easy to manage in both situations.  

OOS investing can be a great way to diversify your portfolio but having a solid strategy is key.

I work with a property developer, builder, and manager and we're looking to purchase GP interests in both states.