Miniature Chairman of the Board?
…or was this kid in an episode of The Wire?
This was another one of those Earn Cash or Prizes ads that ran for decades aimed at kids hoping that there was something easier than slinging newspapers from a bicycle in all kinds of weather for chump change. This ahead-of-his-time hipster or tragically dated hayseed if you were heavily vested in the tragic fashions of the late 1960s appeared in Sgt Fury and His Howling Commandos No. 81 published in 1970.