Assume tenants pay all utilities except common electric and water and landscaping is minimal.

There are certainly pros and cons and will come down to your personal goals.Pro: Because it is two properties on a lot, that is one insurance, one property tax bill, one gardener, etc.

I will definitely be following the political landscape there. 

I added extended driveway, RV parking, back yard landscaping w/ covered patio, shiplap on two interior walls, and painted accent walls in every room.

Here's why:Philadelphia offers a diverse real estate landscape with a mix of residential, multifamily, and commercial properties.

The landscape wasn't in good shape so had that redone.

This is a staggering difference to the RE agent landscape where vast differences in knowledge and performance seem to have almost no effect like the consolidation effects you can observe in almost any other industry. 

I manage all vendor payments via credit card with dedicated credit cards via Baselane for recurring vendors like landscapers, cleaners and hot tub maintenance.

Tampa has a lot of draws, to name a few is Beach, Boating, Golf, Casino, Intl Airport/Biz Travel, Busch Gardens, NFL/NHL/MLB, Concerts/Festivals, and more.I would say Sarasota is a submarket of Tampa but has its own attributes as well. 

Paint, flooring, landscaping, some new appliances, fixtures, hardware, etc.