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Trying to identify a short story of missed opportunities

From what I recall, it had artwork and the story went as follows:

  • Boy aspires to be astronaut but when he's old enough he doesn't qualify

  • When he's older they start accepting everyone (except the elderly) and he's disqualified again.

Throughout his life his dreams keep evading him.

This short story was set in the future. I do recall there being robots as well. I think initially he wasn't qualified then they accepting everyone for manual labor/colonizing but he was to old to make the trip. I don't recall the main characters name unfortunately. I have a feeling it's an Asimov or Bradbury tale but I could be wrong.

Danny
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