(I learned this 'cash for keys' just recently on BP) To me, it seems a straighforward breach of contract. 

As for the sub tenant if she has breached her contract you can have her evicted but court costs are no fun. 

Tenants should always have "skin in the game" namely the security deposit.

I would remind him to clean and leave the property in similar condition as move-in for his security deposit to be returned.

I need to start shopping local banks/credit unions to secure financing for my (hopefully near future) rental property purchases.

We are both fortunate enough to have secure jobs with good salaries and flexible schedules.  

This allows us to put tenant in breach of lease if we are at risk of having to many of those qualifying calls.If no calls are being made it is just best to leave well enough alone. 

The ipod nano is small enough to fit in a tool pocket that can be closed so that it's secure.  

Is a security deposit required?

The loan was secured by 2 properties in Chicago.In the closing documents, there's an Escrow Agreement which says the private lending mortgage broker acts as escrow agent for borrower and lender to hold said Quit Claim Deed: (Escrow agent = private lending mortgage broker) with the following terms1.Borrower agrees to deliver to Escrow Agent an executed and notarized Quit Claim Deed running to Lenders for the properties2.