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Freelance to Founder

Freelance to Founder

Why "Fake It 'Til You Make It" is Bad Advice

Freelance to Founder · Sep 2, 2026 · 17:26

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Amanda is leading a team for the first time, and every meeting feels like an audition. She second-guesses her ideas, questions her own qualifications, and can't shake the sense that eventually everyone will figure out she doesn't belong in the room. Should she wait until she feels ready, or lead anyway? Preston and business strategist Dawn Andrews unpack why vulnerability builds more trust than having all the answers, how taking strategic risks quiets imposter syndrome over time, and why the leaders who admit what they don't know often earn the most respect from their teams.

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Episodes: Freelance to Founder

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