I misspoke: He owns them, they just don't work any longer.

I know. And he knows. He's in IT and was paid very well when he was a consultant and traveled 80% of the time (which is the reason he lives with roommates). He is incredibly unhappy in his current job and alluded to the fact that he is considering going back into consulting, which would take him back on the road. So again, all valid stuff especially when you are considering someone like me who is dating to eventually settle down. He'd like to as well, he just doesn't know where. I am not rooted to where I currently live but because of my job, I'm contracted to be here 3 more years.