The chapter explores the challenging journey of transitioning from management consulting to sales, detailing the speaker's realization that the sales path was not aligned with their career aspirations. It emphasizes the importance of asking hard questions, rejecting suitable but unfulfilling opportunities, and taking time to identify true career goals. The chapter reflects on the speaker's struggle with feeling undervalued, being reduced to a checklist provider, and ultimately finding a meaningful role in city government that allowed for personal growth and contribution to society.

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