I charitably refer to it as a fully depreciated asset, which likely applies to much of the student housing stock in Madison.

You might consider a donor advised fund for charitable giving.  

plus your in recapture purgatory you get in you have one heck of a time ever retiring or exiting .this is why god and the IRS made Charitable remainder trusts.. one way to exit without getting hammered

I think we pay like $6500/yr is all, so SALT, car tabs, charitable contributions haven't been deductible for a while.Are most people (outside of the few really expensive markets) really paying more than $12k/yr in interest currently at 3-4%? 

This may create unrelated business income which could affect the charitable organization status of the church depending on how it is set up.That being said, I have a rental that backs to a Church - and the house next door is owned by the church and rented out. 

However, I thought you mentioned something about adding a charitable donation if you were to raise the rents. 

Hotel ballrooms aren't free, they likely aren't doing this out of their charitable heart, etc.  3.)

@Bryan Otteson I am not in the business of renting to high risk or dangerous tenants or donating to charities so please keep  your DUI analogies and charitable contributions to a discussion where they are relevant. 

Normally I advise keeping your charitable activites separate from your business activities, so I'm not suggesting giving him a rent break, just being flexible as to the implementation.6. 

According to Chapter Five, An outright gift of the cash investment is acceptable if the donor is-the borrower's relative-the borrower's employer or labor uniona close friend with a clearly defined and documented interest in the borrowera charitable organizationa governmental agency or public entity that has a program providing home ownership assistance to low- and moderate-income families, or first-time homebuyers.