Cash flowing $1500.00 a month.

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

That really helped me think about scale and build a portfolio that just pays me money every month with little to no effort. 

Three out of the four units are section 8 CHA tenants, so the rent is on time each month, but we have to do an inspection every two years.What is the condition of the property you are looking at?

My math is showing I'll owe $942 a month to cover the gap between the two rental payments.

In short - if you aren't licensed to do the work -  your services aren't going to satisfy the permitting agency.  

We plan to keep them on a month to month lease but after a few months, have them sign a year lease and increase rent, however, we need help finding a GOOD app/website to get lease agreements/documents from or get a template so we can fill/add certain things we want.

By the time I reach 20% equity (likely 3+ years away), my monthly mortgage payment will come down when I refinance, but $600 is a big hit to the numbers. 

There is a local Bigger Pockets meetup the second Wednesday of every month.

I’ve been investing in Detroit for years and built my 12-door portfolio there, generating $16K/month in gross rents.