It has message boards and to do lists so every party knows who has the ball. 

Yep, that's in the ball park.

You'll get some additional benefits with a CSS if you replace an item as you'll be able to claim loss deduction, and also your heirs might benefit if they inherit a property with CSS (too bad you have to die for that though).And then there is the question of the value of money now, vs in the future, or the future value of invested tax saving.So, now that I gave you (most of) all the balls, try and juggle them all in the air and see how it goes for you.I can tell you I choose to spend the money and get CSS for two of my SFR rentals.

.- Personal Articles: Coverage for belongings that have a special or collectors value such as Jewelry, Furs, Fine Arts, Collectibles, etc...Depending on which company is being quoted, some of these otherfactors may get you credits:- Insurance Score (company pulls certain info out of your credit report)   It is not your credit score but generally better credit will result in a    better score- Time at your job- Education level- time at current residenceGood Luck

Some subordinate mtg lien holders play ball by 1st mtg investor guidelines and others don't. 

It's not turning a profit yet, but in the meantime here's a bunch of business, travel and equipment expenses we would like to write off")2) Did I completely drop the ball not putting this thing in a self-directed IRA?

I do not feel that is likely that things will sour in the future, but I don't have a crystal ball. 

Looking for any contractors that I’d be willing to discuss some ideas for finishing out a basement and get just general ball park estimates for materials and labor.

I dont want to low ball it and then have her slam the door in my face.

On some online mortgage calculator it said 200K ball park.