re: How often do you attempt to get a discount by offering cash?

I can't tell you how bizarre it is that you just posted this. I was just (as I went to TD) ruminating over what the IRS might do in an audit of the return I filed last night, regarding thus very thing. Our rental is in a sorta transitional neighborhood and there are lots of very good locals who love cash.

Disclaimers: They tell me they pay taxes, and I believe them. I make them give me receipts.