If I end up with a property, I wouldn't be comfortable with someone in Ohio managing it for me.

We only have 4 units on section 8 right now, but in general, the system works well for investors IF you have a solid property manager who understands the subsides and does proper tenant screening.   

They have custodians that manage their money, and you are simply the beneficiary of that account.

I'm looking for an asset management software for OWNERS, not a property manager software.

Do you have any Property Managers that you would recommend? 

I'm an investor and property manager who is extremely knowledgeable about the Garland area.

I pay HOA dues directlt to the management company.

If you're worried about cash flow, put enough money down so that a current estimated rental price after the home is renovated will cover the mortgage and property manager costs.

However, I can refute your ability to manage a truly quality deal, in essence your experience or lack thereof. 

You can also use rentometer to get an idea of what you can charge each month as a longterm rental then talk to short term rental managers to see what they could do for you.