My problem is I had to evict the horrible tenants and the damages they did to the house have exhausted my funds. 

Many areas are horrible and there are tons of 35 k houses that will give you problems.

I rent and had to repaint over my landlords horrible DARK BROWN through the entire house. 

ALl that work and he is back to square one.I feel so horrible for him because I know how hard he has worked, and put the money he has been earning into buying this equipment and the trailer instead of wasting it on video games, etc.

Both AMO's I've used I've had horrible experience with and have found my case not to be isolated with both companies.  

Once you do your homework, I am sure you will find becoming a Section 8 certified landlord is pretty simple not the horrible drawn out impression you have.

Simply put, extended warranties are a horrible deal for the consumer.

@April Benard, like everyone else said, they can look really nice if done right, and really horrible if done wrong.Oak is difficult to paint, as it has an open grain.

I know NYC is horribly expensive right now (and always) but you may want to look at using an FHA loan to house hack a 2-4 unit building - which you can get into with as little as 3.5% down, and could leverage downpayment assistance programs.

Sounds like a horrible left wing nonsensical plan.