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Garten's cue to move on from a successful venture isn't failure, but mastery. Once the problems are solved and she feels she knows exactly how to do it, she interprets the resulting boredom as a crucial sign that it's time for a new challenge to stay creatively engaged.
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The speaker views boredom not as a negative feeling to endure, but as a critical career signal that something is wrong. He used periods of boredom as catalysts to transition into management and, later, back to an individual contributor role, ensuring he was always seeking new challenges.
