96: Unapologetic Leadership: Reinventing Your Career with Executive Coach Jennifer Speciale

Business Origin Stories for Entrepreneurs, Coaches, and Leaders

Business Origin Stories for Entrepreneurs, Coaches, and Leaders
96: Unapologetic Leadership: Reinventing Your Career with Executive Coach Jennifer Speciale
Dec 30, 2025
Amy Schutte

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What if your next career move isn't about finding the perfect job—but finally becoming the most unapologetic version of yourself?

Executive coach Jennifer Speciale joins host Amy Schutte for a raw conversation about career reinvention, owning your story, and stepping into your power without apologizing for it.

Jennifer opens up about her own pivots: moving to Italy, realizing she was massively underutilized, and rebuilding her career from scratch with clarity and zero regrets. Now she helps executives, emerging leaders, and anyone feeling stuck turn their experience into visibility, confidence, and intentional next moves.

If you're navigating a transition, craving more meaning at work, or struggling to tell your story as a leader—this episode will give you the tools, the permission, and the push you need.

What we cover:

  • How to spot when you're being underutilized (and what to actually do about it)
  • The mindset shifts that help leaders stop shrinking and start owning their space
  • Why storytelling isn't fluffy—it's essential for career growth and getting noticed
  • How to identify the wins, metrics, and moments that make you stand out
  • What career pivots really require (for entrepreneurs and executives)
  • How to prep for your next level before you're ready
  • Why so many women leave the workforce mid-career—and how to come back stronger
  • The art of taking credit, being visible, and ditching the self-minimizing habit

If you've ever thought, "There has to be more for me than this"—start here.

Connect with Jennifer on LinkedIn or at https://www.jenniferspeciale.com/

Instagram:

@amyschutte_

Work with us: www.hudsonandco.co



Episode Artwork 96: Unapologetic Leadership: Reinventing Your Career with Executive Coach Jennifer Speciale 37:36 Episode Artwork 95: Why We Resist Change — And How to Find Your Blue Ocean with Strategist Andi Simon 43:09 Episode Artwork 94: What Remains When Everything Changes? AI, Identity, and Meaning with Michael Landers 44:05 Episode Artwork 93: Visual Storytelling for Major Brands: Stewart Cohen on Creating Authentic Campaigns in the AI Era 39:44 Episode Artwork 92: The Pivot to Better Food: How One Teacher Built a Regenerative Salt Brand 43:42 Episode Artwork 91: How to Make Better Business Decisions: A Framework for Leaders with Michael Walker 45:31 Episode Artwork 90: Work From Your Strengths: CliftonStrengths for Careers & Teams with Jennifer Doyle Vancil 52:06 Episode Artwork 89: Stories That Make You Money: Using Instagram Stories to Sell Your Offers with Gabrielle Forleo 53:30 Episode Artwork 88: From Stuck to Unstoppable: Making Bold Decisions with Jessica Frew 47:29 Episode Artwork 87: AI in Education: Preparing Kids for a Future That Doesn’t Exist Yet 45:35 Episode Artwork 86: Turn One Pin into a Traffic Machine: Simple Pinterest Marketing That Works While You Sleep 42:53 Episode Artwork 85: Leading Through Loss: How to Navigate Grief in Business with Dr. Lynda Reid 37:19 Episode Artwork 84: Stop the Busywork: How AI Agents Cut Costs, Save Time & Boost Creativity 24:06 Episode Artwork 83: How Ellie Steinbrink Turned a Passion for Style Into a Pathway to Self Trust 52:36 Episode Artwork 82: Building Your Personal Brand in Just 15 Minutes a Day With Ed Troxell 45:23 Episode Artwork 81: Lessons in Reputation and Trust From Jennifer Kaplan 43:45 Episode Artwork 80: The Intersection of Motherhood and Entrepreneurship With Crystalee Beck 57:54 Episode Artwork 79: People First Leadership with Rick Harris 1:07:19 Episode Artwork 78: How Jen Beyers Turned Client Problems Into a Second Business 35:30 Episode Artwork 77: The Power of a Day Job and a Joy Job with Michelle Pecak 46:27 Episode Artwork 76: Why Comfort Is Keeping You Stuck (and How to Move Forward Anyway) 17:36 Episode Artwork 75: Turning Everyday Moments into Magnetic Stories with Seth Donlin 59:41 Episode Artwork 74: How Katie Lantukh Turned Messaging Strategy into a LinkedIn Referral Engine 45:16 Episode Artwork 73: Building a Business That Honors Your Energy with Jenny Losee 37:54 Episode Artwork 72: Raise Your Rates, Raise Your Standards 14:39