In a city like Philly, you will face many challenges - you need to learn the market and know the neighborhood and the block and make sure all of your numbers are within reason, you need very reliable contractors, you need a to understand the permit process, you need to be familiar with market expectations. 

Your response really helped me understand the key aspects of short sales, especially regarding title issues, lender valuation, and inspections.I truly appreciate you taking the time to share your expertise!

Closed with no issues, inherited great tenants and have really enjoyed living in this neighborhood Lessons learned?

This is a trust issue.

Even in a best case scenario you would have seasoning issues.

Also, keep in mind that if you do self manage, you do put yourself at more risk for a legal issues.

I think a lot of the midwest cities will capitalize on that in the coming years with the housing affordability issues the country as a whole has been having.

We currently use Hospitable for 12 properties, and it's working fine, no major issues, and I know they've been expanding with new features.

Here in Orygun they dont allow bond issue for private development so yes if you get stuck with some major offsites its up to the project..

@Kyler Tarr it's good you haven't had an issue but you also mentioned your property has some knob & tube.