As a starting point: -If they work full time and make $700k a year -Don't want to or can't spend time self managing a short-term rental -Don't have a spouse who wants to take the lead on managing the rentals They are likely not going to directly reduce their taxable income with real estate year-to-year. 

@Justin Brin Yes, you can elect to aggregate your rental properties for Qualified Business Income (QBI) purposes, but once you do, you must continue to aggregate those same properties in future years unless there is a significant change in circumstances (such as disposing of a property).

Originally posted by @Darius Ogloza:I knew a guy in Rochester who bragged about running a lease to own scam where he would collect option consideration from his "buyer," monthly lease payment for full rental value plus additional consideration representing the rent to own monthly payment. 

Your experience sounds amazing, especially with the rehabs and rental properties.

I would add that the problem extends beyond Class D properties.Twice I rented B class rentals to Section 8 residents. 

I'm planning to turn it into a rental and was wondering if I should consider hiring a property manager for my first rental.

Donating money to large (FEMA, Red Cross), local organizations or Go Fund Me pages would be the quickest way.

Or after you have showed them your rental?

Verifying last 2 years of rental history very important!

I recently attended a webinar, Master your Rentals: Save Money and Time with effective Self-management.