We use QBO exclusively for all of our REI Clients.

I am in the DSM market almost exclusively. 

Get with a Chicago-based real estate attorney that understands the RTLO and see if you fall under any of the exclusions.

Our situation: My father is a cancer patient, and I am a permanently disabled adult in my 30’s that is in severe chronic pain after a workplace accident.

Is it exclusively our collective income being in the 500k range preventing us, or is it more complicated like lacking a license or certificate?

Thanks  Hey David, to qualify for the section 121 exclusion you are referring to, you need to sell your primary residence.

I exclusively manage STR & MTR that are managed through Hostaway.

If you rent, or not occupy for one day over 3 years, you lose the favorable $250,000/$500,000 capital gains exclusion. 

Don't believe me, oh-man, just wait until you have REAL Landlord problems, like evicting a tenant because there meth-fueled adult-child moved in and is rapidly destroying the place, only to get it all done over months and receive back a human-feces painted home, copper stripped, destroyed everything......

. * A “voluntary partition” where buyer and seller agree that each one has exclusive rights to a part of the property.