Once under contract, he already has his team in place and it’s a streamlined process till closing.

Hey @Patty Nisbet, as others have said, speak with your current landlord about shifting to a month-to-month lease. 

I posted a bit ago about my wife an I finally starting our journey after years of research and getting our personal finances ready to make the shift into REI, and I want to thank you all for the replies.

My focus has shifted a bunch of times between FL or maybe more local like the poconos.

You can do this yourself if you have the TIME to spend. 
It comes down to having a bookkeeping system with documented processes that make up your system.

A process for…
—keeping up with receipts and paperwork f...

In reality, the current shift is closer to this comparison.

Congrats on your shift!

I read an article that the cook county assessor's office shifting the tax burden from homeowners to commercial property owners being a significant property value Increase in the commercial sector. if apartments fall into the residential category does this have any Impact on Multifamily owners?

I feel like it’s shifting a bit.

Two reasons you may not want to do that - 1) The income / allocated to your son won't be added to your DTI ratio2) Your son will be required to file a return going forward which may add a cost of $300 on the low end(for someone with a rental owned via Tenants in commonThere may be some benefits if there is the ability to shift some income to him at a lower bracket.