I try to compare amenities,  but these houses don't have their own pools, most don't allow pets,  and they don't look that much better renovated.

Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

Are there other advantages you can advertise like pet friendly etc?  

Regarding pet allowance, do people usually request to leave the pets in the front or back yard?

If I can tame my greed, and help him truly retire when he is 55 yo with mere $10K CF/Mo (no mortgage but heck the damn health insurance!)

I know a few of mine are Family, Health, and personal growth, but I am curious as to what others are thinking.

I'm considering moving out of state when I retire and am factoring in health care costs in the future. 

We not only lost our hard-earned money but on top of everything, our health suffered, I had several sleepless nights due to the stress and anxiety that this horrible experience created for my wife and me.After the buy-back was completed, I approached Maverick to at least help us with our losses by requesting us to give back ~$6000.

We use petscreening.com they screen the pets legal documents and follow all applicable laws per your state. 

Most likely you have a tenant that just wants to break the lease without penalty BUT any health or safety concerns must be taken seriously and treated delicately.