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Lizzie spent 15 years mastering the American Songbook. She was a dedicated New York City jazz vocalist steeped in Coltrane, Miles Davis, Cole Porter, and Gershwin. And then she started hearing original melodies in meditation and dreams — and she followed them. Now she's releasing her second all-original album, heading to Carnegie Hall, and more authentically herself than she has ever been.
In this episode of Undiscovered Entrepreneur: Get Across the Start Line, jazz singer-songwriter, arranger, producer, record label founder, and author Lizzie Thomas joins Skoob for one of the most soulful and wide-ranging conversations the show has ever had. From creative health and imposter syndrome to the power of the subconscious and why authenticity is the only branding strategy that lasts — this episode is for every entrepreneur who's afraid to leave the lane they were trained for.
What You'll Learn:
• Why stepping outside your own work — becoming a listener instead of the creator — unlocks creative power and breaks perfectionism
• What "creative health" means and why it's the most overlooked entrepreneur skill
• Why you have to release in order to receive — and what that looks like in practice
• How imposter syndrome is rooted in self-worth — and why knowing who you are is the cure
• Why branding is authenticity — and why polished perfection is now working against you in the age of AI
• How Lizzie started hearing original music in meditation and dreams — and what that teaches us about the subconscious
• The question-before-sleep technique for accessing answers your waking mind can't find
• Why Lizzie's "detour" away from the jazz canon became her greatest liberation
• Why people are craving human imperfection right now more than ever
• How to make something your own: take the best of your mentors and add your own essence
• Rumi's quote on walking the path — and what it means for getting across the start line
• Lizzie's six-month plan: album release, touring NYC, LA, Germany, Italy, Carnegie Hall & the Grammys
Timestamps:
• [00:00:00] – Introduction & Welcome
• [00:01:30] – Meet Lizzie Thomas: Jazz Singer, Record Label Founder, Author & Musical Entrepreneur
• [00:03:00] – Musicians and Imposter Syndrome: Why Perfectionism Hits Differently in the Arts
• [00:03:30] – Stepping Out of the Song: How Objectivity Breaks Perfectionism
• [00:05:00] – Looking Outside the Bottle: Why You Can't See What You're In
• [00:06:00] – Creative Health: Rest, Release & Why Giving Yourself Permission Is the Hardest Part
• [00:07:30] – Brain Refreshers, Naps & the Art of Making Room for the Next Idea
• [00:08:00] – In Order to Receive, You Have to Release: The Philosophy of Creative Flow
• [00:10:00] – Imposter Syndrome Is a Self-Worth Problem — Here's the Real Fix
• [00:11:30] – You Can't Have a Tribe If You Don't Know Who You Are
• [00:12:30] – The House of Cards: What Happens When Branding Runs Ahead of Authenticity
• [00:13:00] – Rise by Lifting Others — But Know Yourself First
• [00:14:30] – Curiosity Is the Key to a Great Existence as a Human
• [00:15:30] – Rumi: "You Only Realize the Path Once You Start Walking the Path"
• [00:16:00] – The Pitfall She's Proud Of: Leaving the Jazz Canon to Find Her Own Voice
• [00:20:30] – Take the Best of Your Mentors and Make It Your Own
• [00:22:00] – The Subconscious as Creative Partner: Hearing Melodies in Dreams
• [00:22:30] – The Question-Before-Sleep Technique: How to Access Answers Your Waking Mind Can't Find
• [00:23:30] – Dream States and What We Can Access When We Stop Controlling
• [00:25:00] – One Piece of Advice for New Entrepreneurs: Find Out Who You Are First
• [00:26:00] – How Are You Making People Feel? The Question That Beats Any 10-Step Plan
• [00:27:30] – Authenticity IS the Brand — And Why It's More Urgent Than Ever
• [00:29:00] – Lizzie's Six-Month Plan: This Is Freedom, Carnegie Hall & the Grammys
• [00:31:30] – How to Find Lizzie Thomas
Upcoming Shows & Releases:
🎵 Album: This Is Freedom — releasing August 12th (Goddess Legacy Records)
🎤 NYC: City Winery — September 19th
🎤 LA: Sunset Marquis Hotel — September 23rd
🎤 Frankfurt, Germany
🎤 North Italy (with press appearances)
🎤 Carnegie Hall — November 13th
🎤 Grammys — February
Connect with Lizzie Thomas:
🌐 Website & Tour Dates: lizziethejazzsinger.com (https://www.lizziethejazzsinger.com/) (Lizzie the Jazz Singer across all platforms)
📺 YouTube: Full music videos and performances
🎧 Spotify: Lizzie Thomas (https://open.spotify.com/artist/7qj1hYL7SUX4oMFV31OJNA?si=-0om-j_ZTw2TUdaq_F_Osg) (includes live show listings)
📱 Instagram / TikTok / Facebook: @LizzieTheJazzSinger
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