How comfortable are you devoting time to researching tax code and methodology to prepare a cost segregation?

I didn't like Airbnb's decision to refund guests during Covid, either.

Additionally, with it being tax return time, folks have money to execute.  

Remember that the IRS has strict rules regarding SDIRAs, and any violation of these rules could result in penalties and adverse tax consequences.

Today, let's discuss property tax assessments.

This means you are doing it strictly for the cash flow.If it were me, I would go the ADU route, Rents could be comparable to the condo without the HOA dues (yes higher Cap-Ex but those are long term expenses), and with everything on one property, things are just easier to manage (one mortgage, one property tax bill, one insurance, etc.). 

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Another thing to check when running your numbers is the POTENTIAL taxes on the property.

They carry forward but would be much stronger from a tax planning perspective if they were used to offset active income. 

The accounting aspect is a an additional thought I hadn't heard before.I know some people have used this strategy in an attempt to avoid triggering a re-evaluation of property taxes.