I love to ride horses and Chester is a horse town!!! 

I agree Ron, I think their approach is extreme but somethings I agree with, like getting ride of ceiling fans and garbage disposals.

His father made me a fair offer for damages /theft  : )  his boy was slow ,couldn't pass a driving test had to get rides or use a bike  he received a gov check each month and did odd jobs 

Yes you can lose your shirt, but only if you are forced to sell on the dips, if you can ride out the dips you can break even at worst.

I'll ride it till it get's too much. 

This is a classic strategy of taking fully depreciated assets from a market near the peak and placing it into another rising market riding a rise with higher cash flow.

My ultimate career goal is starting my own real estate agency, as well as creating a rental property  company geared towards families needing assistance, but wanting to better themselves as well not just looking for a free ride..

Or should I continue to ride the cash cow rental and just aim for 20-30% down using my cash reserves?

Anyway, welcome and enjoy the ride!

Knock on wood to this day, I have not had a major issue with either tenant and neither of them have missed a rent payment.Unless you're going to substantially raise rent and kick one or both of the tenants out, my personal suggestion would be to let it ride for a few months to see if the tenants are going to work out before deciding to put the current tenants on an extended lease.