Good Awkward: Growing Through Discomfort with Henna Pryor

In this inspiring episode of Finding Fearless, I sit down with Henna Pryor, a workplace performance expert, award-winning author, and keynote speaker whose journey from corporate conformity to entrepreneurial authenticity challenges everything we think we know about professional success. Key themes we explored:Henna"s bold leap from Big Four accounting to founding her own ventureWhy traditional definitions of success are failing usThe revolutionary power of embracing professional awkwardnessHow personal experiences shape our willingness to take career risksStrategies for practicing effective vulnerability in professional settingsBuilding a sustainable, energizing career that aligns with your values 00:00 Introduction to Finding Fearless 00:38 Guest Introduction: Henna Pryor 01:51 Henna"s Career Journey 05:35 The Call to Entrepreneurship 11:34 Defining Success and Mindset Shifts 18:07 Embracing Awkwardness: Henna"s Book 28:34 Understanding Burnout and Energizers 28:52 Identifying What Energizes You 29:24 The Clock-Watching Test 30:21 Adjusting Your Workload 32:04 Balancing Multiple Passions 33:01 The Importance of Charging Your Worth 33:49 Trial and Error in Business 35:07 Diversifying Your Business 36:31 The Reality of Hustle Culture 38:25 The Myth of Overnight Success 39:20 Authenticity and Vulnerability in Business 41:01 The Power of Vulnerability 46:02 The Value of Lifelong Learning 52:28 Redefining Success on Your Own Terms 54:44 Conclusion and Final Thoughts Connect with Henna"s Work:WebsiteHenna’s Book: ‘Good Awkward’LinkedIn: Henna PryorInstagram: @hennapryor Facebook Connect with Fearless Foundry:Fearless FoundryMadeline Reeves Finding Fearless is an exploration of human-centric leadership and a celebration of ambition, releasing every other week on Wednesdays, 6AM PST. If you liked the show, please rate, review, and share! You can also visit our website to learn more about how to become a sponsor of Finding Fearless! Finding Fearless is produced by Fearless Foundry, a creative consultancy focused on advancing ambitious humans from around the globe to amplify their impact through branding, marketing, and business development. You can contact us at hello@fearlessfoundry.com if you are interested in our services and can follow us on all social media @fearlessfoundry. Season 4 music is by Premium Beats. All audio is recorded and owned by Fearless Foundry.