In my area it is common for landlords to pay for heat which promotes a lot of abuse with the system in that tenants keep the heat at unreasonably high temperatures and often open the windows in the dead of winter when it can be -20 out.

Let's just hope none of your tenants read your response and figure out what a pushover and easy target you are.Not aware of any laws in Chicago or Illinois that require a landlord to provide a property with a MAXIMUM temperature.

- If you are sharing Heat/Air with your tenant, how do you handle temperature adjustments?  

Do you have a set temperature limit?

Instead of "ceiling fan" in the description highlight "the cool breeze provided by the energy efficient ceiling fan creates the perfect temperature for getting a good night's rest". 

The best way I have found to avoid this is if you have the skills, weld a new cage on yourself.

They're inexpensive like a rubber roof, but the seams get welded so it's very durable like a PVC membrane.

My GC primed and painted over them a few times thinking they were just old, stubborn stains that needed extra product, but they kept coming back after each rainfall.I hired a water intrusion detection company to help me pinpoint the problem - they said the new roof seemed solid and that based on infrared and temperature readings, the moisture is coming in from the partition walls.

Would you rather be home based in the Bay Area with tons of things to do nearby, good weather, lots of nature, etc. or someplace with little culture, extreme temperatures, bland immediate environment, etc., etc.

Those systems need flexibility as they expand and contract with temperature changes, and you will have problems with the field seams if there is something that restricts movement - like base cabinets on top of them.