And when lower income tenants have a backlog of thousands of $$s, I guarantee you that recovering that in small claims court, which is what this ordinance forces, will be fruitless for many landlords.

This helps with any liability claim, and payment, to you.

I think one thing that helps us tremendously is that we have a checklist that we use with our clients that covers all of the items that should be in the house therefore reducing the possibility of having things stolen and not filing claims.

Is it quick-claimed to me by the seller? 

(aka the "happiness factor") - As I understand it, a second home loan is possible at 10% down as long as I use the unit at least 14 days a year, I can claim the income, but I cannot use the income potential to qualify for the loan? 

You hire an experienced bankruptcy attorney to file a claim against the estate for whatever amount you are owed.

Should I file a small court claim because she owed the rent and broke the lease without a 60 day notice (written in the lease), or should I send it to a collection agency? 

Extremely unrealistic, especially if you don't have a serious marketing budget. 

It is difficult for me, however, to understand her claims that her health is being adversely affected by living in a home that I know was clean and ready for a new tenant and I never was informed otherwise.I don't want to keep her as a tenant if she proves to be a difficult tenant. 

I know people that manage their own vacation rentals and claim to "net" $6,000 a month but don't account for the 40 hours they spent answering calls, booking reservations, greeting guests, handling maintenance, or whatever else is involved. 40 hours may be an exaggeration, but you get the point.