But I digress.I think spending 13+ years specializing in medicine is a big risk, its "going out on a limb", and causes plenty of fear and uncertainty, just as someone jumping into real estate or a start up.

This option would cause me to never really be settled and when I have a family they would have to move a lot until I felt I could buy a nice house without worrying.

For these scenarios, unless I am getting a heck of a steal, I make this a task for the seller as a condition of the sale.Got someone on month to month and just want to ease the transition and minimize damage and eviction expense in the event they don't vacant peacefully....I would go in with $500 plus their full deposit back.Naturally, I assume your situation is somewhere in between those scenarios and logically, so would be my answer.

My agent friend made money from buying properties for him but made very little from selling the units cause the majority didn't sell.3.

Every ceiling tile and sheatrock has water damage.  

Home Value as is $125 KPurchase Price - $70 kThe owner I would be purchasing it from is losing it to the bank and wants to continue to rent with the option of purchasing the house back in 5 years or less for 90 K.I have never done a lease back ; what should I put in my lease with the renter to protect myself down the line if she was to struggle with payments ; damage the home ; etc ?

There are concerns with this practice as a DIL can cause a merger of interest in the real property and negate the security and superiority to other claims that the Mortgagee had prior. 

Another reason to keep the fee... you probably will not be able to fully see damage caused by the pet until long after they are gone and the unit is vacant. 

Auto-dialers come with big tech requirements and even bigger price tags, and cold-calling is serious brain damage.  

Even with my fee the price is still below market so hopefully it will not cause any issues.