If you view "partially responsible" as 10% of the cost and they won't eat $50 to make you happy that says as much as anything else.  

I remember my parents complaining in 1983 how Mountain View was 2x more expensive than Orange County!

Contributions into a different entity after completion of a 1031 are not viewed unfavorably.You can always do 1031s.  

I am looking for views from the professionals and non-professionals in the D.C. area on looming changes in the investment prospectives with the new Trump administration.

However, the cash on cash for the property is now over 20%, which is very tough to find in today's market.Once I've refinanced, the way I try to view it is by taking the amount I have in the property (ex. 25k) and subtracting closing costs of a few thousand (ex. 5k for simplicity), would I pay a multiple of 5 (20% down) for that property given current condition and rents?

After that, move to the middle income areas for a better balance of cash/wealth accumulation.My main concern is how the local housing authority would view D area rentals.

Having never been a landlord or having worked on a property before, this will be another area that will be tough, arguably more so than getting financing for my property.

You don't have to do it daily, but try to group showings together/back to back etc. this creates competition when applicants see other applicants viewing the property.

I keep telling him "I am not an agent I cannot take him out to view properties or assist him in purchasing one".

I have no physical experience with the topic and am not providing any legal advice, simply offering my views on the issue.