The HOA fees from condos will likely eat up most of your potential for cash flow.

I give them a gift card to go out to eat sent in a Christmas card.

I might be eating these words later, but as far as I can tell, at least here on the Oregon Coast and beyond the market crash everyone is waiting has not materialized. 

Cannot eat the cake and have it, too.4.

You can try to outsource that experience to general contractors, property managers, agents, and others (I highly suggest you do), but all of those services will eat into the last "R" of repeat. 

And if the numbers are ever that great to where I want to sell a few to raise some cash, I'll either refi and pull cash out or I'll just eat the recapture and take the hit. 

Short term guests are frequently on vacation, and are outside of the house a lot of the time, sightseeing, eating out. 

I am specifically interested in housing women who struggle with eating disorders.

If the repair will eat up a few years of cash flow, I would just sell it and reinvest.

Someone will buy that, and then have the pleasure of mowing or more fun-weed eating that to keep the city off your back.Not sure about SD, but I tell everyone you need time and money