Use www.postlets.com to advertise and then vet tenants by going to BP resources and use the tenant screening provided.Most important to contact prior landlords personally as they really can give you the best info on prospective tenants.This whole process doesn't take much time and I would rather take the responsibility of tenant screening than to abdicate what should be your responsibility.It's not like rental agency is going to give back fee if you get a horrible tenant who stops paying and needs to be evicted so might as well do it yourself.

I am looking for what sort of questions I should ask, numbers I need to find out about, strategies that I could work with to help him not lose (horribly) on a deal with me in which it seems like the house isn't worth what they paid for it... 

I am looking for what sort of questions I should ask, numbers I need to find out about, strategies that I could work with to help him not lose (horribly) on a deal with me in which it seems like the house isn't worth what they paid for it...

It's horrible.

  $410,000 is a horrible number (Just like $399,000 is a horrible number, etc.).If they lower it to $400,000 they're opening themselves up to a whole other market.When prospects search online, what do they search? 

Another hat I wear being a physician, which are just as horrible at standing up for their rights from a political standpoint.

The numbers are horrible on this as a rental.

@Shavers Lawn Not a horrible plan.

We looked at a foreclosure one time, the stink of dogs was horrible.

Our property manager was horrible so I fired them and thought we could manage it ourselves since she was such a "great" tenant.