All of your confidential information is already online: financial, medical etc.

Each state has a Division of Real Estate who oversees broker operations & requires broker's to adhere to incredibly strict accounting procedures, audits and care of all of this money that flows in & out of their hands that is that of the client's (you) or the tenant's.

Development trends in an area always start with road development i.e expanding lanes or putting in new roads, then comes the housing, then comes shopping centers then comes medical facilities...urban sprawl.

We invest in small condos in specific tenant markets - like college/medical/law students and/or military. 

My suggestion is to give them the 3-day notice as a matter of procedure so that, if necessary, you can file an unlawful detainer right away if needed.

Who can refer me to an AMAZING real estate agent (buyers agent) who knows Chicago— looking for a nice suburbs near the medical school.

If you're not, then that's cool, and you can just follow standard rent-raising procedures.

If the tenant stops paying rent, go through the standard procedure for not paying rent, and eventually evicting this ghost tenant.

These people tend to be a bit more responsible, typically have a job, at least a partial security deposit, and actually care about their credit score.Regarding the specifics you ask for, you'll have to check with your local authority on their processes & procedures.

No SSAE16-Soc II report on file, No E&O, no regulatory body governing them, no audited financials, no policies and procedures on NPPI data, etc.) they aren't going to be able to call an institutional lender/servicer/bank to buy a note.Our diatribe ends up being to the benefit of the OP.