The first part of your request sounds like you're looking for biographies of technologists, while at the end it sounds like you're looking for something more like self-help books. If you're looking for the former, a couple of big, fascinating histories that describe long careers in technology, starting with childhood, are

- The Dream Machine [1], which chronicles the career of J. C. R. Licklider

- The Friendly Orange Glow [2], where Donald Bitzer is the main character.

[1] https://press.stripe.com/the-dream-machine

[2] http://friendlyorangeglow.com/