We gently guide tenants to perform well.

Gently?

Do any of the books you recommended specifically show an example or exercise on the "PACE PACE PACE LEAD"Overall, I believe you have to have a great understanding of your surroundings to feel whether or not your stepping over the line.

If so, I'd let her stay another six years and bump it up gently.

I went through the exercise on my Summerlin townhouse.. 

You could then exercise the option and realize the gain or you could sell the option.  

Collect a $10,000 option fee (36 month option)$70,000 option priceMonthly rent increase to $800/mo....contribute $30/mo. to purchase price to justify the rent increase.Everything else remains constant$6,500 cash on the front end$10,000 on the back end if they exercise the option...if not, plan B...Thoughts?

Of course, you can't protect yourself completely, but this will also help you prepare for buying the next properties a little better, and it's an exercise I generally do when I'm on a showing for a property I'm serious about so that I'm factoring this into my analysis to some degree in a "capex" reserve.Capital ExpenseRoofWater Heater x2All AppliancesDriveway/Parking LotBoiler x2FlooringPlumbingWindowsPaintCabinets/CountersStructure (foundation, framing)Components (garage door, etc.)

You can add language that says, you cannot exercise your Option for the 1st (fill in a timeline) years. 

But its like internet dating one does need to exercise some caution.