My company provides a comprehensive A-to-Z solution tailored to our clients' needs.

I have a spreadsheet I created for clients.

If a client complains, you can always make a quick call to boost it for the month and then revert back, but I have never had to do that.

Quote from @Simon Walker: Quote from @Andrew Syrios: Could you "split the difference" so to speak and go back to work for yourself but limit the number of clients you take on so you only need to work 20 or so hours a week?

If they work independently, set their schedule, and use their resources, they might qualify as a 1099 contractor, but misclassification risks IRS penalties.Wages for W-2 employees and payments to 1099 contractors are both deductible business expenses, but compliance is key.This post does not create a CPA-Client relationship.

I've also had clients look into different Facebook groups that they can find about moving to a certain area and learn that way. 

How difficult or easy has it been to get tenants secured in that area?

If the only indication that he is difficult is not wanting to send his ID to a stranger on Facebook, I wouldn't blame him. 

Failure to meet material participation rules will limit rental losses to offsetting passive income or carrying forward.This post does not create a CPA-Client relationship.

Keep records of the payment timing to substantiate your reporting if needed.This post does not create a CPA-Client relationship.