There's a book by Cal Newport titled "So Good They Can't Ignore You". There also is a talk. He explains the concept of career capital, but also of "mini-bets"

There's a book by Cal Newport titled "So Good They Can't Ignore You". There also is a talk. He explains the concept of career capital, but also of "mini-bets" giving examples of people who had failed transitions to their dream, and people who did so successfully. You might find it useful.