Then you might as well level it and buy another one.

I'm a huge fan of San Antonio as an STR market, but it is, like most "mature" markets, very sensitive about WHAT performs well. 

Those skills will serve you well in BRRRRs and flips.

I’m open to other suggestions as well, but especially interested in any info/suggestions regarding the markets listed below.

@Joseph Alfie how well do you know the differences between Class A, B, C & D tenants/neighborhoods/properties?

@Brandon Pimm my friend and I are in jersey as well looking at Allentown as potential first rental property purchases.

The key for me wasn't to invest in the 'best place' but to know a market so well that a deal jumps off the page when it appears.

Hey @Jules Aton, well some of the best ones out there are from Lovesac.

I have heard mixed reviews on virtual bookkeepers and would be open to hiring a domestic bookkeeper as well.

Other good strategies, are targeting tired landlords (absentee, owned 10+ years) or drive around and find distressed properties, and call the owner from the records you find on TruePeopleSearch.comAnother method if you want to stay on market would be to send offers that are well under asking price for properties listed 60 days or more.