If you're looking for the all-in-one I'd go with a PM software (others have suggested some) and do what you can with it.Then, as you grow further, look at more sophisticated/expensive options.

I suggest using a service like Mayistay.

First off I took the realtors suggestion and listed with the property management company he promoted to me.

Philly has a ton of opportunity, but since you are new to the area, I would suggest waiting six months before you buy anything there so you can really understand the block construction of the area.

That would be my suggestion.

I'll definitely check out Set For Life by Scott Trench and The Total Money Makeover by Dave Ramsey for more financial insights.Watching BiggerPockets podcasts and networking with local investors are great suggestions.

Any other automation tools you suggest ? 

I'm curious as to whether others have walked this mile and whether you have any suggestions on how I can accomplish this. 

All calculations suggest great investment for 4 bed 3 bath in good school zone, however once the tax estimator goes from $2200 to $9500 due to lose of tax credit from not being a primary residence it hard to see how to get property in SC.

If you personally are having trouble making a profitable deal, make a post and ask for suggestions.