I am actually thinking about real estate school in the Spring just so I can further my knowledge with laws, rules etc. 

Hey Tyler, I'm in Memphis but as a general rule, make sure the lender you work with is investor-friendly.

And, going forward, address rules infractions asap. 

I stay out of Chicago for many reasons that there are just too many rules, fines and tenant favoritism with the city.Best of Luck.

I prefer to asses the rules, and then adapt my business strategy to them. 

When the property is sold, the depreciation recapture rules will apply, reducing your tax basis and potentially increasing your taxable gain.This sounds like it is straight out of chat gpt and does not answer my question. 🤣  Completely agree

You're in federal district court with Federal Rules of Civil Procedure.❌ No more Collection Appeals Program❌ No more installment agreement negotiations❌ No more administrative remedies❌ No more Form 12277 lien releasesInstead you get:✅ Compelled depositions under Rule 69✅ Forced financial disclosure✅ Court-ordered payment plans✅ Contempt sanctions (including jail time)✅ Judgment liens that survive death and attach to inherited propertyThe estate goes from "problem solved" to "multi-generational nightmare" in 24 hours.

My main struggle now is guests not reading the house rules.

No General Solicitation or AdvertisingUnder Rule 506(b), you CANNOT publicly advertise your investment deal.

The federal guidelines, and they are only guidelines, not rules or laws, are 2 heartbeats per bedroom.But, you are in a BLUE state and tenants can walk all over landlords there so who knows what laws really apply and how much it will cost you to have those laws enforced.