Then check out Buildium, its a more full service property management software, which means it costs more, but should save you a lot of time and included rent collection online. 

How do you collect the security deposit and the first month's (and last month's) rent?

I got two judgements against her, totaling @ 9,500.00.Good luck trying to collect .

Does anyone have knowledge of the situation or resources to steer us in the right direction?

I currently have one unit that I am collecting rent however she does not have a card to get to the bank.

Rent collection is easy, the tenant base is great, and I wouldn't even care about the whole lease-break-if-deployed thing. 

The Cole Memo from 2011 indicates that regardless of local laws, the Feds may enforce Federal law but the Cole Memo also outlines the Feds resources are limited and indicates they should be directed towards "illegal" activities that fund organized crime.

Unfortunately since I am out of state and the previous owner collected the rents door to door, having them continue that way would have me traveling to that location monthly just for rent.

I️ would recommend Bakersfield, CA because you can buy a pretty dilapidated property and put a little work into it and collect a pretty strong rent then refinance.

Memphis Invest uses a software called PropertyWare to track all expenses, collect statements, and create a ledger of accounts receivable, paid, outstanding, and overall return on investment.