Thanks everyone  You will want to speak to an attorney familiar with securities laws as it appears you are providing financial advise and would need to get some type of FINRA license 

It will provide everything you will need for managing rentals in a much more thorough way than I could write out here in the forums!

I can refer someone who will certainly at least answer some of these questions for you and possibly provide solutions.

I'd love to hop on a call sometime and see if I can provide any helpful input.

If not, it may be worth it to pay them a small fee to walk through the property with you and provide their guidance/expertise.

I know you will find a ton of encouraging and helpful people here.Regarding HELOC I suggest you connect with my good friend @Michael Barbari...I believe they can still do up to 90% which is 10% more than most banks.If you need any other specific connections here in Chicago I am happy to provide them. 

Prospective residents could be required to answer customized landlord questions while also needing to provide a valid credit card prior to entry.

Section 1.165-1(b) provides that, to be allowable as a deduction under § 165(a),a loss must be evidenced by a closed and completed transaction, fixed by anidentifiable event, and, except as provided in § 165(h) and § 1.165-11, actuallysustained during the taxable year.

They are being "sold" on real estate providing so much tax benefit that it includes deduction against their regular income...

You're providing a home, not just a house.