Class A apartments have numerous amenities, professional management, and sit in desirable neighborhoods.

Paying off the notes, working to pre-emptively make repairs to capex items before they fail or become a major issue think roof, HVAC, and foundation.

You should consult a tax professional for an answer based on your unique situation, this is not tax advise just general information.

you start with the pictures of the family  why do we do this  we do this so we can spend time with the kiddos  ( who is going to disagree with that)  then you put up like sperber pictures of his lambo  who does not want that LOL.. you bring in professional actors to do the set up meetings and create the funnel to drive them to the big events or big dollar programs..

.✅ Professional Tenant Screening – Property managers have systems in place to screen applicants thoroughly, reducing the risk of bad tenants.✅ Knowledge of Chicago Rental Laws – A good property manager stays up to date on local laws, helping you avoid costly legal mistakes.✅ Maintenance & Repairs Handled – No more emergency calls at 2 AM about a broken water heater!

We tried to explain this to VRBO call center reps, but they can't offer anything other than telling us to lower prices to pre-Jan 6 rates. 

As far as your primary residence, if you have lived in it 2 out of the last 5 years, you should not have to pay taxes on capital gains (difference between what you paid for it & what you sold it for) up to $250,000 if you file your taxes as an individual and $500,000 if you file jointly with a spouse.Just a disclaimer, I am not a tax professional.

The age would give me pause unless a skilled, complete reno has been done. 

Posts like this are part of my journey to learn, network & connect with experienced professionals like yourself who have valuable insights to share.I also want to apologize for the late response—it’s been a busy few days, but I didn’t want to miss the chance to thank you for your input.Looking forward to learning & growing in this space & who knows, maybe one day I’ll be offering you in on an investment idea or I'll be the one offering advice to new investors!

The type of rooms students would need or skilled temporary workers, not drug addicts and alcoholics.