How do you do a key exchange? 

The following are the key items I would recommend investors pay attention to:A. 

I know building a reliable local network will be key, so I'm hoping to connect with experienced real estate team in the area.The military presence in Jacksonville catches my eye, and I'm particularly interested in properties that might appeal to military personnel and the associated contractors.

Anytime you are looking at purchasing a condo with a mortgage, the HOA Questionnaire is always going to be a key point of the loan process.

For a the new investors I work with, I recommend to look for a turn key deal.

Be clear on the key features, then tell everyone what you want.

I think I've done my bookkeeping almost every way you can - from not at all -> keeping receipts in a shoebox and handing over the entire shoebox to my CPA -> running 10-key tapes on all the receipts for each category and handing those tapes to my CPA -> DIY Quickbooks -> paying a bookkeeper to manage everything in Quickbooks -> to now doing it myself using Baselane.

What is your price range for the small MF and are you looking turn-key properties or something along the lines of a "fixer upper"?

This will heavily influence the best strategy for you.

Reserves are key as  @Theresa Harris has pointed out.