I would highly recommend reaching out to local legal counsel who specializes in this; someone who has a firm grasp of the local laws and ordinances as they pertain to tenant-landlord law, and eviction proceedings (should you choose to go that route; I always tell people to proceed with caution because evictions can have a lasting effect on both parties). 

Find a local rental owners assocation and go to a landlord bootcamp or read the tenant landlord law that pertains to your locale. 

Your lawyer should be able to provide you with the notice for free or a small fee and explain how it needs to be delivered.I advise you review the statutes pertaining to late fees in Illinois since they require a five day grace period before a late fee can be charged.

The past couple of years I've had issues filing my taxes (un-intentionally), more specifically pertaining to my rental properties (5).

Again, make sure you understand the state laws as it pertains to notice filing and the eviction process.

I am not sure if this pertains to this specific situation, but some payments are not being made at other agencies because the workers in charge of payments at the Federal level are furloughed.

My question for you pertains to financing.

Almost nothing that you have to learn to pass the licensing exam pertains to investing.

I would want her to be POA with specific language pertaining to real estate transaction and any specific tasks you know that she will need to do on his behalf.

We tell every couple who is working on getting debt free or anything pertaining to life improvements.."