Our VP of Sales has an interesting reaction to every large deal won: "We could have asked for more"
Winning (i.e. meeting the stated goal) every time means that the boundaries of what is possible haven't been explored.
Why is losing/failing in your career necessary? Is it not enough to play it safe in your career and take on challenges in relationships, hobbies, or other parts of life?
I don’t think it’s necessary to lose or fail in your career. However, there’s also something to consider - if you always succeed at everything, are you really being challenged? There’s a difference between always succeeding because you’re in your comfort zone or working on problems that don’t stretch you. For some folks, that’s probably fine. Depending on your line of work, it may not be enough if you really want to grow. Just my 2 cents.
Or that you learned from each success and managed to compound them with enough momentum that nothing could stop you from succeeding more.
That strikes me as requiring a great deal of luck. By it's very nature, growth means expanding into the unknown.