@Harjot Khangura @Eamonn McElroyIf he files jointly with his wife and his wife does the 750 hours/year required for the Real Estate Professional tax status that would be legal and the unlimited depreciation defensible, right?

For mortgage debt, the following additional requirements must be met:the party making the payments is obligated on the mortgage debt,there are no delinquencies in the most recent 12 months, andthe borrower is not using rental income from the applicable property to qualify.

No as they all require different licenses and very different areas of expertise.

You will need to check with your state's laws regarding how much notice is required.

MANY folks will probably tell you "its a business" and to issue whatever "pay or quit" notice your state requires as soon as payment is late.

I have a method that I'm formulating, but it is very data intensive (requiring web-scraping and statistical models), but a "good enough" solution could save me a lot of time.

Getting quotes alone often requires multiple calls, and as consumers, we haven't experienced the level of service one would expect.

Any other surprises such as higher tax rates, preservation requirements, flood insurance, etc?

My SOP is to contact the current landlord and employer, require proof of income for the past 3 months, and use Rent Spree for background, credit, eviction, etc.

No requirement if paid by credit card.