How is rental property handled after your death when you owe a mortgage? 

My broker handled waaaay more than a normal broker ever normally does.

I wanted to ask the experts here if there is a playbook for handling tenants' situation when say an AC goes out after hours on weekdays or weekends.

However most contract have a default clause which governs how a breach or contract is typically handled.

They send the worst third party contractors, authorize the least amount of repairs, and take an unacceptable amount of time to dispatch folks and make decisions on how a repair/replacement is to be handled, while your tenants are without their appliance what seems like FOREVER.

For cash transactions, we can handle the Closing several different ways.

I could have handled it differently, angered him more, and maybe had him vandalize the house one night. 

Our servicer and the trustee handle all the notifications for us so that we know we're in compliance.You don't have to wait to approach the borrower regarding a Deed in Lieu.

He will handle the rest.

If so and you are sure you can handle the management of this property then I say go for it.