Remember you’re in the “I don’t know what I need to know” stage.  

George Washington acquired a significant amount of land this way, and shortly after acquiring such created SYNDICATIONS (he later used JOINT STOCK COMPANIES when they came into existence) to raise the capital needed for development.  

If ever you need a second set of eyes on an investment let me know, it would be my honor to help a US Marine. 

But being a rookie investor, I'm terrified and need help exploring the path to success.

Property value is cheaper due to being on the south side, but you can get just as much space as parts of the Northeast side and just as decent tenants (depending on your screening criteria, of course). 

You just need to add an addendum stating that the landlord gives you permission to furnish and sublet the property.

But I need to find an avenue to show corporate ownership or tenancy or something that would absent of title imply that the asset is at least shared by myself and the corporate entity as far as its debt obligations / expense management.

If you're doing a 2nd mortgage on your primary residence to get the cash for down payment on the new Quad, then you're looking at needing to qualify with DTI unless you find a lender who is a DSCR lender and not a traditional conventional loan lender.  

We are about to close on a property soon in Philly and are planning to do the following work --Add HVAC, Add a full bathroom and add a half bathroom, Fix kitchen (keep same layout)My contractor is saying that (Approach - 1 ) - we don't need to pull permits.

I have done my research and feel confident the properties will still cash flow with Long Term Rental rates in the area, but will cash flow a much higher rate if the STR rates on the estimators are accurate.