You will then have a few options with that rent money....you can put it into principal or you can start saving it to purchase yet another property.

I would vote for situation #3If they really want it THAT BAD, they can buy it, YOU put it in so that you know they did not mess anything up, but it stays after they leave.

It psychologically changes the game and puts pressure on them to behave.How does Obligo make money?

I will double check with my contact there, but the response that you guys have provided put me at ease.

If you ever find a distressed property listed but the deal doesn't work, ask the realtor if they have another one or ask them to put you in the CRM.2.

I am willing to put off a flip to move into a nicer primary.

He had put pictures on the walls with nails and put a shelf/rack in the master bathroom which put holes in our walls.

If the class of neighborhood is C or D, this will be more difficult/ In terms of getting better bang for your buck, usually the strategy would be to buy a little beatdown home in a nice neighborhood, as this tends to get you a higher value once you put a bit of work in.

Other times it's because they've never had to do the dishes, and no one ever told them to not put grease down the kitchen sink. 

I called them right after I got the email and put an offer sight unseen before the showing day to make sure I get it.