@William Kercher this may sound obvious, but a good credit score is a pretty good indicator of someone who will be an excellent tenant.

Excellent Excellent Excellent.

: Lower Your Small Business Taxes and Tax Savvy for Small Business: A Complete Tax Strategy Guide Twentieth Editionlegal and insurance - Every Landlord's Property Protection Guide: 10 Ways to Cut Your Risk Now (book w/ CD-Rom) and supplement with Every Landlord's Legal Guide (generally speaking Nolo has a good collection of books)property management - an excellent resource is The Book on Managing Rental Properties: A Proven System for Finding, Screening, and Managing Tenants With Fewer Headaches and Maximum Profitentity start and maintenace - Garrett Sutton's Start Your Own Corporation: Why the Rich Own Their Own Companies and Everyone Else Works for Them (Rich Dad Advisors)  and Run Your Own Corporation: How to Legally Operate and Properly Maintain Your Company Into the FutureAnd here is a set of questions to help you judge if you maintain your corporate well:How well have you separated yourself from your business?

Scott is excellent.

Tampa Heights is an excellent option (though getting pricier all the time) and the surrounds of Old Seminole Heights are worth looking into. 

Side note: If I feel the home is a better fit to sell on the market because of the numbers or timeframe they have (lack of motivation).

You need a VERY trustworthy, available, excellent at what he/she does handyperson to be on call that knows your building(s) inside out. 

For when I have large repairs or expenses that don't fit within my normal monthly cash flow.A good example is coming up for me on Jan. 31st, lol. 

These would not be flips and the purchase would not fit the 70% rule. 

I have a fantastic plumber, but I'm not going to let him anywhere near my roof because I have an excellent roofer.