I've tried to get my geek kids interested in "The Prisoner," starring Patrick McGoohan, without any luck. I think this show may be a victim of its own success. Its paranoid conceit - fellow wakes up one morning in The Village, with no idea how he got there or who is running the show - has been stolen by any number of pretenders since then, most recently by "Wayward Pines," so it doesn't seem revolutionary or twisty anymore, at least not to the new generation. It is strange to live in a world in which nerds don't love "The Prisoner."
One other thought - it is very odd to look at him now! He's just a boy!