@David Krulac I like the analogy of the used car. As

How do you get them a car as a business expense?  

Some may think you might be too slick to trust but more will just think you know what you are doing if you have a nice car. As

Originally posted by @Cara Lonsdale:So again, how much are you expecting that this person would do, and for how long before he has earned past his $1,440 paycheck for this transaction?

@Cara Lonsdale, really appreciate the depth you went into. 

I moved in with my girlfriend into her rented place and all I had to do is register my car.Maybe you could just ask him to register his car as a proof that he lives there?

Originally posted by @Cara Lonsdale:Originally posted by @Ben I.

Unless there is some very solid evidence that this is some boyfriend/girlfriend underage issue that came up, I'm gonna pass..... not worth the riskAs stated by @Cara Lonsdale.... the best thing you can do to protect yourself is set a policy that is legal (i.e no discrimination against a protected class) and stick with it....PERIOD. 

Originally posted by @Cara Lonsdale:So to the main point, yes, landlords need to know what is going on at their properties. 

show her the blue book values of a new car, a year old , a two year old, and so on.