I'm still very much in the learning stages.

If he would like to stay, we intend to allow it for now and arrange with the tenant to pay their security deposit in 10% increments.

They made us regret using them at every stage of the project.)

I’m not opposed to it and actually have a couple commercial loans now, but I’m concerned with putting more of my portfolio into loans that will balloon with how unpredictable things are right now.On another similar note, I’m in final stages of negotiations on another 5 property rental portfolio that’ll put me back in the same situation except at the time of sale.

If everyone is happy with the arrangement, it really doesn't matter.

If your agent does not have experience with lease/option arrangements - I would consult with the broker or a lawyer who does have experience. 

Your not looking for advice,  you are trying to set the stage for your strategy that will blow our minds.  

page=1#p4552157This one from my understanding is being arranged by @Russell Brazil , another heavy hitter in our area. 

Offer suggestions on how to stage better, have better pictures, etc.

I arranged multiple contractors to look at the unit and provide estimates for renovation/repair.