What do you think of this man? ?

He is a temporary employee where I work and sleeps on the couch in a sleeping bag in our lounge. Hes besheveled in appearance and noticeably unclean. 

He speaks in a very low tone and is unbelievably shy and passive and is "an old friend" of our boss.

Here's the part I cant fathom... he is renting a field near our shop that is filled with equipment that he owns. There is literally 4+ million dollars worth of stuff there including boom trucks and of all unfathomable things, a an oil rig (literally used to drill oil wells), itself worth 3 million dollars.... but he sleeps in our shop and showers every few weeks.

At first I thought it was all a joke, that the guys that knew him when his equipment was in use were just joshing me about it all. I've been here a full year now tho and the story never changed and they all talk about the days when he was using his equipment daily. 

Have you ever seen anything like this?? A homeless man with millions worth of equipment?