I provide short term rental furnishing and renovation finish list that includes paint colors, light fixtures, cabinets etc.

Choosing a solution like that means missing out on significant opportunities to free up your time for what you do best while also foregoing the expertise of a tax professional who could provide substantial benefits—potentially saving you thousands of dollars.

There, we can provide you with the necessary information in order to list your property."

If you want to know what I coach or my program, a simple Google search will provide the information.

So @Mike S. is providing the perfect solution for you. 

You are considering putting a tiny home on your existing property as an ADU or using that money to save up and buy the next investment property and wondering which would be the wiser choice.I think ADUs can help provide additional, much needed, housing.

If it pays for itself, it provides you with a "free" place to live during the off-season.

An unencumbered outlook is therefore necessary to provide some comfort in the gnarly world of distressed property.

@Matt Smith - as @Christopher S. mentioned you cannot use an ADU unit in Chicago as an AirBNB as the city's intent with the program is to provide additional affordable housing. 

Hopefully, one of them can reach out to provide further assistance and insight into what you're trying to accomplish in real estate.