If your losses are locked up by high income - then there is no point trying to increase them.

Great tenants, want to keep this one.four properties on a business line of credit, interest only, the interest rate just increased to 6.5%. owe 200k, monthly payment around $1,074.  

Trying to think of things to increase BPO in single family houses.

For example: Paying your agent and property manager a percentage of the first years annual increase in rents.

Starting November 4, 1992, districts must have voter approval in advance for:(a) Unless (1) or (6) applies, any new tax, tax rate increase, mill levy above that for the prior year, valuation for assessment ratio increase for a property class, or extension of an expiring tax, or a tax policy change directly causing a net tax revenue gain to any district.’This is obviously a new tax which has been levied without voter approval.

You could partner on some deals and increase your cash. 

@Gregory Press I would definitely increase your vacancy, I typically use 8% as after a year you'll basically have 1 month's rent saved up (1/12 = 8.33%).

If you're up to the work and are patient, this is a great way to add value and also increase your inventory (which isn't abundant right now). 

An IRA contribution can help mitigate the tax bite but not much.But I get your real issue - you are wanting to eliminate debt not increase the portfolio. 

@Devin LondoI am not in Chicago, but also work in a competitive market that has high property value increases every year.