Also any losses from Y will flow into Parent Holding X for tax purposes and such losses will be adjusted towards active income.7) Use a revocable trust to replace us in the ownership chain to avoid probate issues and easy inheritance to our kids.

Even though I don't think there's a way to get out of this without taking some sort of loss.    

@Peter Mckernan @Mark Frattini@Allen Tracy @Katie L. also looking for a RE-savvy CPA in California who can work with me to execute the STR strategy to offset W2 income with losses from a cost seg study I'm conducting.

If I go with the 5900 policy I will be operating at a loss and I will be forced to sell the house. 

Also, you are buying property at a loss from Mom.

I've gotten Proper insurance in Palm Bay for building, liability, loss of income, etc. for around $2800 WITHOUT wind and paired that with a wind-only policy for also around $2500.

You may have current or prior years losses that would offset some of your capital gains.

Just got an email that they want us to put in another 26% of our invested capital or it is going to be sold at a loss. 

Over charging on repairs can be the difference between profit and loss for a lot of smaller landlords.

Many of us, including myself, have faced losses with crumbling deals.