and I also rent to voucher holders in the Milwaukee market. 

There would be rent of $ 8 K a month on a triple net lease.

Do you plan on renting out your current house or house hacking it? 

These were financial mistakes we made when we were younger, and unfortunately, they snowballed over time.We currently rent but own a rental property out of state that cash flows $600/month and has about $190,000 in equity.

Not to mention, the right system will enable your tenants to pay rent online, have a tenant portal, and all the other features that both tenants and owners need this day and age. 

In total, including money lost from rent, legal fees, and repairs, the situation cost almost $30k.

@Ashley Kehr I use a combination of Apartments.com for rent collection, RentSpree for tenant and background screening, and Stessa for accounting.

To be more specific about what i'm looking to do: My 1-2 year goal is to employ the BRRRR strategy with SFHs and Condos by buying distressed / highly undervalued properties that need work (preferably all-cash) in low crime areas with strong rental demand, renovate them within budget (again preferably all-cash) and get them rent ready before refinancing them at the highest ARV possible.

This specific deal was a close friend's apartment that he was renting.

You’ll be playing for appreciation and rent growth.