Why do capable, experienced people still hesitate to speak up — even when they know what they’re saying is right?

In Part 2 of this conversation on Time Billionaires, Rebecca Shaddix and Groundlings improv alum Holly Mandel explore how real confidence is built not through more preparation, perfection, or credentials, but through learning how to take up space before you feel ready.

Using principles drawn from improv (but not acting for the sake of performance), this episode breaks down why overthinking is often a stress response, how fear of “getting it wrong” quietly erodes confidence at work, and why waiting to feel confident first almost never works. Instead, Rebecca and Holly unpack how confidence grows through action, presence, and small moments of courage that compound over time.

You’ll hear practical, relatable ideas anyone can apply, whether you’re leading a team, contributing in meetings, navigating feedback conversations, or simply trying to trust yourself more in high-pressure moments:

This episode reframes confidence as something you practice, not something you wait for, and shows how everyday micromoments can quietly rewire how you show up, speak up, and lead.

This episode is especially relevant for anyone interested in confidence at work, leadership development, communication skills, and overcoming overthinking.

Timestamps

Connect with Holly 

Website: https://www.hollymandel.com/

LinkedIn: https://www.linkedin.com/in/holly-mandel/

For simple daily mindset tips, follow Rebecca and the Time Billionaires Podcast on LinkedIn. 

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