I am not a tax professional trying to sell you my services I am simply providing my perspective. 

But as far monthly payment you could easily buy a house in a cheaper location have less roommates and the same monthly payment or the same number of roommates and a lower monthly payment.

how many months behind?

I reconcile our trust account each month in about ½ an hour.

Rather than paying for childcare services from a large organization, we found that it was significantly cheaper to pay for a second mortgage than to pay for childcare.

As the title suggests, I've been on the market for my first property for the past month and a half, and have been searching for SF and Duplex properties in my area of interest of Northeast OH (Canton, Massillon, North Canton, Canal Fulton, Green, Uniontown).

It is a duplex near scranton PA. the Mortgage is about $2,400 and each tenant pays $1,550 monthly in rent so I make about $700 in cash flow monthly.

I moved to VA from Miami, FL a few months ago.

Most PM's here charge 15-20%, most are 20, but will depend on what services they offer.

It's great to be prepared and have your duck in a row but we don't even start discussing eviction until they are at least a month late or behind by 1.5 months of rent. 25% of the time tenants are going to be late and about 10% are going to be late consistently.