A royal pain, yes!

The winters are getting pretty brutal and their only getting worse every year causing them much pain with their arthritis.

If you do purchase the property @Mikel Kaubfa make sure the PR has Letters of Administration to legally sell the property.

I also have OOS investments so would be happy to discuss the successes and pain points of the different strategies.

Contrary to the many pundits out there, businesses often have steep learning curves and initial costs.  2020 might be a "cash loser" but your scale and numbers should realign as you work through the growing pains. 

HOA's are a little bit of a pain BUT there are perks: water is covered, lawn maintenance is usually covered and you can count on putting the majority of your CapEx 'funds' at 0 because HOA's cover those kind of items.   

My plan was going to be to take a heat gun to the old paint, replace any wood that might need replacing, and then give it some nice fresh pain. 

Looks like this applies to"new applications for rezoning building, permits for new construction, permit applications required for interior alterations or additions on existing structures (except for owner occupied residences where the owner completes and submits a residency affidavit), land disturbance permits, special use permits, special administrative permits, subdivisions, replattings, and lot consolidations"

First and foremost, the logistics can be painful for both you, the resident and the contractors. 

I think he is going to be a pain in my *** for a while, and I won't get as much money as I should.Once I have the judgement, can I turn that in to credit agencies so Uuuhhh and the roommate have it put on their credit  reports?