Obviously having the right attorney, that would assist in achieving the desired goals when “pooling” funds, is the only way to go.

If you can get your desired profit while selling at a slightly less than otherwise desired resale price, you can reduce your DOM and help ensure you won't be one of those 'stuck' properties.

Lacking rapport most people feel no desire to share information they might have.

I certainly dont always say the right thing and often rant away out of a desire to be thorough and understood... to a fault!

It can be done in SE DC and PG county but it seems like your buyer will just think you're trying to cut corners, even if it's more expensive to restore something vs. replacing it.Once you find that market where a true resortation is desired then you just run it like a normal rehab deal plugging in your costs for renovation.  

I mainly focus on buy and holds, preferably duplexes in desirable areas outside of city limits.

Request your thoughts if you were looking for a vacation rental and what would make/break the decision to stay here or if you have experience with nightly house rentals what is most desirable?  

It is the reason to choose that house over others, it makes your property a more desirable rental.  

What desirable amenities or qualities does it have or are in close proximity?

It's hard to find a single family for that price in the desirable areas in town.