Quote from @Billy Farley: My wife and I currently own 3 doors and moved to a new larger city in hopes to come continue our real estate investing journey.Over the past year we have dealt with death in the family, 3 totaled cars, medical bills, moving expense, job change.

The CILB $500 max per "job" has absolutely no bearing whatsoever on what a fair labor rate for a job is.  

These types of tenants often do this because they don't want to save in advance, so they take the rent owed to you and use it to put down on their next home.Recommend you do a better job of communicating to the tenants that you will pursue every legal collection option if they don't pay last month's rent.Also, why are tenants NOT staying with you?

I'm new to real estate investing and work a full-time job.

Thanks for any help or suggestions.  

Any advice or suggestions?

@Remington Lyman any suggestions on Property Management Company in Cleveland?

I would highly suggest you look into Southern California, specifically, the Palm Springs / Coachella Valley area of Southern California.

My lawyer's team suggest that the former tenant may be too poor to pay.

Buildium does a decent job of this and has a low minimum price.