I hear ya. I'm glad you encouraged him.
And, no, I'm not ashamed though I was a bit at first. For many years I was the security dept. head for a local high school until my position was eliminated due to budget cuts. I'd invested so many years there at that point, I accepted a position at the Middle School working with kids in Spec. Ed.------I found it began to grow on me, and I work now with kids on a variety of subjects. I love it when I can get one to grasp a concept or master a reading piece they didn't feel capable of. But......who knew right?
Sometimes people remain where they are because change can be very scary......sometimes that change comes "for" you, and you don't have a choice. Were it me, (and if the person seems safe & rational), I'd stop and talk with them and encourage them to take some afternoon or night courses in something they enjoy. Who knows, it could lead to another occupation.