Jen Gottlieb is an entrepreneur, bestselling author, international speaker and former performer who has built a career around communication, visibility and being seen.
But this conversation goes far beyond how to look confident on a stage.
Jen and I talk about what it actually takes to trust yourself, allow yourself to be seen before you feel ready, practise publicly without needing everyone’s approval, and navigate the line between being vulnerable and sharing parts of yourself that still need time to heal.
In this episode:
- The daily practice that became her “confidence boot camp”
- Why being seen before you’re ready can accelerate your growth
- What watching Jerry Seinfeld practise imperfectly taught her about becoming great
- How to know what parts of your story are actually ready to be shared
And underneath all of it is one of Jen’s simplest ideas about confidence: every promise you keep to yourself becomes evidence that you can trust yourself.
If you’ve been waiting until you feel confident, polished or completely ready before you put yourself out there, this conversation will remind you that confidence isn’t something you have to wait for — it’s something you can build.
🎟️ JOIN JEN + ME AT FFFCON 2026 IN BOSTON
Jen and I will both be at FFFCon 2026, September 25–26 in Boston.
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(00:00:00) You’ll Never Feel Ready. Do It Anyway.
(00:00:41) Welcome to the Confidence Chronicles: Stand in Who You Are
(00:01:38) What People Get Wrong About Jen Gottlieb
(00:04:44) From Broadway to Business: The Performer’s Journey
(00:06:12) The Inner Knowing: When Your Dream Changes Direction
(00:08:38) Confidence Is Keeping Promises to Yourself
(00:10:46) Being Seen Before You’re Ready: The Real Personal Development Work
(00:17:30) Five Years of Going Live: Communication Bootcamp
(00:22:49) The Jerry Seinfeld Lesson: Allow Yourself to Be Seen Badly
(00:34:11) The Affirmation That Changed Everything
(00:39:10) Share Scars, Not Open Wounds: The Visibility Rule
(00:41:35) How to Build Your Personal Brand: Find Your Why First
(00:44:19) Chris Gottlieb: The Partner Who Sees What You Can’t
(00:48:40) Where to Find Jen and Work With Her
READY TO BUILD YOUR AUTHORITY, CONFIDENCE & PERSONAL BRAND?
👑 LISTEN & SUBSCRIBE TO THE CONFIDENCE CHRONICLES
→ Spotify: https://open.spotify.com/show/2MUxtupRLNGB8cuNC9mwXI
→ Apple Podcasts: https://podcasts.apple.com/au/podcast/the-confidence-chronicles/id1439434022
→ YouTube: https://www.youtube.com/playlist?list=PLWtf2VIsUYg-vkERa16r_VcFNz3Bt6kLI
→ All platforms: https://thequeenofconfidence.com/podcast/
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→ Becoming Magnetic (Penguin Random House, 2025)
→ Confidence Feels Like Shit (2020) Available here: https://shop.thequeenofconfidence.com/collections/book
Amazon, Barnes & Noble or any audio book app
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♟️ The Queen’s Table
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→ https://thequeenofconfidence.com/the-queens-table/
✨ The Next Level
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https://thequeenofconfidence.com/nextlevel/
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