." - So we authorize the work.Contractor submits the quote yesterday for $8k and is threatening me about it. 

Actually a lot of properties the taxing authorities don’t put up for auction.  

As a young self-managing landlord, I feel like it makes collecting rent look and feel more "official" so I am taken seriously... and my tenant set up autopay (score!)

If you do not have 300k income you are not even allowed to participate at Accredited-Investor only Investment.It's just matter of time until the authority comes and investigate more private investment that involves public/investors money.I am also involved in certain clawback litigation against previous quite-famous-syndication that was under SEC receivership now.It's fun to watch how the GP has to sold all their Rolex watches to bring back the money back to investor.

I would go to the pest control company and ask where they were authorized to install these screens on your property.I doubt you're going to get $3k from anyone, but did the roofing company say what the $3k is for and why a handyman can't just go up for a few hundred bucks and remove the screens?

The housing authority also came out after I told them nobody is living there anymore, so they removed her from the section 8 program and they no longer pay a portion of the rent.

However, government officials, pandering to populist sentiment, hold landlords to standards and responsibilities far more restrictive than any other business.  

Perhaps there was a more official way to deal with it, but this worked fine :)

Our developers have all noted that HUD has gotten much better with this program in the last decade and it more depends on the local housing authority being good or bad.

These may all have to be mapped and approved by the agency, authority, having jurisdiction.