Ask how many units they manage and how much experience they have.

In addition to STR'ing the main house, he is building 2 more units (ADUs) on the back side of the property.

Hey DenisI have commented a lot about arbitrage in a general sense here, however I believe I am uniquely qualified to answer here as I live and operate about 65 units in this specific market.In 2016 I got my STR start arbitraging a Gulf Front mansion that was in foreclosure and I got a great deal on. 

Investment Info:Large multi-family (5+ units) buy & hold investment in Flagler Beach.

Purchase price: $645,000 Cash invested: $516,000 80% cash purchase.2,437 sq ft Duplex, with 3b 2b for the front unit (1331), 4b 2b for the back unit (1333).   

I intend to add a closet to the den and make it a 3 bedroom adding value as well as remodel the entire unit.

Do you primarily buy out whole strip malls or do you buy single buildings/single units for the practice locations?

At this time I manage and renovate majority of all my units to keep cost low but most likely not the best use of my time although I'm skilled at it.

If you plan to buy in your hometown, buy a 2-4 unit, and live in one of the units.

The first was the units were too small to be able to raise the rents significantly enough to cover the mortgage anywhere near the list price.