This episode explores how true confidence is built through self-trust, mindset shifts, and leading with belief, especially when titles, validation, and certainty fall away.

Guest Anya Cheng is the founder and CEO of Taeler, an AI platform that uses AI to help men choose outfits, and rent them. Having led teams at big brands such as Target, Facebook, eBay, McDonald’s, she’s a Mentor at ‘500 Startups’, Lecturer at Northwestern University, author and a TED speaker.

5 key takeaways:

• Confidence isn’t constant, it grows when you trust your own perspective, not a script or title.

• Losing external validation can become a powerful catalyst for authentic leadership.

• Shifting language from “I should” to “I would like to” builds motivation and self-trust.

• Imposter syndrome appears at every level, and it’s most powerful when left unchecked.

• The most sustainable success comes from building work aligned with what you genuinely care about.

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Connect with Anya Cheng:

https://taelor.style