We just executed a lease for another 6 months, but I am ready, and have been for some time, to sell and capture the equity locked up in this property.Do any investors have advice, or alternative strategies to consider for this situation?

You can theoretically cash flow better if the stars align with a section 8 rental in North Philadelphia compared to a better situated property.

Another thing you have to realize, in really bad, D- areas.. property damage is normal from random acts,  before I sold one of my houses-- the front window got broken TWO times by random kids throwing bricks at it, and when it was vacant-- they broke multiple windows  and kicked in the door, just for a place to hang out.

Nathan -It's understandable that you want to optimize your tax situation by strategically utilizing your capital losses.

This is dependent on the investment city.Reliable: You have to be able to count on the income, no matter the economic situation.

Depends on your situation.

Discussing potential profit splits & what happens in a loss situation, liability, stalemates on decisions etc. are valuable topics to discuss.

Would you accept a tenant for a $2,150/month rent with the following situation:- They own 2 restaurants so it is hard to verify their actual income VS the company.

I think these details definitely cement the viability of a fix-and-flip product - given your history / plan for the project, it could look like a 10% down situation if that's reasonable for you financially.

You may try engaging a broker who can connect you with multiple options, rather than just checking with one lender.