With low income tenants I have cash payers, Section 8 payers, DHS payers (Welfare), representative payees, security coming from charitable organizations and many tenants are a combination of these.

Financial freedom and I want to be charitable.

If I was in that position now I'd pay off the primary mortgage on my house 1st since the standard deduction everyone gets is more than my primary mortgage interest plus charitable contributions, etc.The interest on then rentals would still be deductible as a business expense for me.YMMV though. 

For conservatives, it privatizes a vital government function in a way that even small business people can compete;For liberals, it allows you to personally implement and ensure the survival of a critical social program;The charitable, get to provide affordable housing;The opportunists, get a slice of government pie!

My most complicated itemized deductions are my SEP IRA, HSA, and charitable deductions, but it is literally all numbers listed clearly on a ten page form I fill out, and it's literally plug and play for him. 

Sell with a Charitable Remainder Trust etc.4.

@Ching Cheung, Look into a Charitable Remainder Trust

Charitable donations are also exempt from taxes.

If you want to be charitable then give to the church or something less dangerous.

With a DAF, my financial return comes from the deduction for charitable donations on my tax return.