So you're going back to the beginning every time. If you had stayed with your first profession, who is not to say you could now be owning a series of ranches around your area?
Indeed. Who's to say I won't win the lottery tomorrow? We only have experience and statistics. If you're willing to throw those out and just say "who's to say this can't happen!", than you are not in control of your life, you're just blowing in the wind and hoping.