Amy Wilkins
Thriving in the Messy Middle
The Messy Middle Isn't a Detour. It's Your Pathway to Thriving! This podcast is for women leaders who are holding it all together, but know deep down, there's more. Hosted by leadership coach and former media executive Amy Wilkins, this is your weekly exhale and power-up. It's for the ambitious, big-hearted leaders navigating change, craving clarity, and ready to rise—even when it's messy. Thriving isn't about perfection. It's about alignment over achievement, peace over proving, and growth that feels good. Tune in every Wednesday for candid conversations and mindset shifts to help you lead wi...
Be sure to visit the podcast's website and support the creator: chooseawe.com
Where to listen?
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Episodes
The Quietly Burning Out: When Survival Becomes the Only Option 07.10.2026 10:13
In this enlightening episode of Thriving in the Messy Middle , host Amy Wilkins delves into the complex subject of burnout, specifically focusing on the archetype of Quietly Burning Out . Amy recalls her personal experiences in high-pressure environments and shares the poignant realities of masking burnout, maintaining external performance, yet internally feeling depleted. This episode is part of...
The Juggler: Putting Something Down is Essential for Growth 30.09.2026 8:20
In this episode of Thriving in the Messy Middle , host Amy Wilkins delves into the concept of the 'Juggler' archetype. Designed to help listeners navigate the complexity of juggling multiple roles and responsibilities, Amy offers valuable insights into how to recognize when one is in a Juggler season. She shares personal experiences of balancing a demanding career and motherhood, highlighting the...
Reclaiming Your Day: Why 20 Minutes is the New Hour 23.09.2026 33:10
In this engaging episode, Amy Wilkins hosts the esteemed Fran Hauser to discuss her transformative journey and her insights on balancing professional life with personal aspirations. The conversation kicks off with nostalgic reflections on their initial meeting and the impactful community ties formed through She Runs It , previously known as the Advertising Women of New York. Hauser dives into her...
Take the Risk: How Career Reinvention Creates New Opportunities 16.09.2026 31:53
In this engaging episode, host Amy Wilkins interviews Beth Mach, a distinguished leader with three decades of experience in media marketing. Beth shares her transformational journey from leading prestigious roles in the corporate world to co-founding Spacely, a groundbreaking media marketplace. The conversation takes listeners through Beth's numerous career highlights, exploring themes of personal...
What Can We Do With This One Big Beautiful Life? 09.09.2026 10:57
Welcome to Season Two of Thriving in the Messy Middle with Amy Wilkins, where embracing uncertainty is not just accepted but essential for growth. This episode dives into the deeply personal and transformative experiences that arise when life feels overwhelming and unmanageable. Amy shares her personal story, reflecting on how she coped during a particularly challenging time. Through candid anecdo...
How Storytelling Transforms Your Personal and Professional Life 29.07.2026 29:27
In this episode of Thriving in the Messy Middle, host Amy P. Wilkins talks with strategic storytelling expert Laura Nespoli to explore the powerful role of narrative in both personal and professional contexts. The conversation delves into Laura's career transformation, highlighting how her personal experiences informed her professional journey and led to the creation of her debut book, "Threads of...
Build Resilience Through Emotional Regulation to Become a Better Leader 22.07.2026 30:22
Are you a woman leader navigating an uncertain career path? Join host Amy Wilkins on Thriving in the Messy Middle with her guest Alanna Fincke, a seasoned expert in resilience and organizational behavior. Amy invites Alanna to share her experiences of transitioning from magazine journalism to becoming a subject matter expert in resilience. They delve into Alanna's unique journey, discussing how ea...
Disruption Creates Choice: How to Rally Around New Possibilities 15.07.2026 30:42
In this introspective episode of Thriving in the Messy Middle , host Amy P Wilkins reconnects with her former coach, Terry Yoffe, to explore the concept of navigating life's "messy middle" moments. Amy shares how Terry's coaching transformed her approach to personal challenges during a pivotal time in her life. With warmth and wisdom, Terry shares her rich tapestry of experiences, from overcoming...
Design Your Future with the Big Life Blueprint 24.06.2026 17:18
In this episode of Thriving in the Messy Middle , host Amy P Wilkins delves into the power of celebrating achievements and shifting perspectives with the Big Life Blueprint, a life design tool focused on clarity, growth, and impact. Amy emphasizes the importance of acknowledging what has been accomplished as a foundation for future aspirations. Her philosophy champions moving away from a deficienc...
Escaping Toxic Productivity: How to Design a More Intentional Life 17.06.2026 35:02
In this episode of Thriving in the Messy Middle , host Amy P Wilkins converses with Jean Batthany, a groundbreaking thinker in regenerative creativity. Jean shares her journey from corporate success to personal challenges, including the loss of a job and a family member, which prompted a life-changing pause. Jean shares her exceptional journey from being a Chief Creative Officer to embarking on a...
Behind the Scenes: How Messy Moments Make Strong Leaders 10.06.2026 4:46
In this Messy Middle Moment, host Amy P Wilkins delves into the importance of authenticity and transparency as a leader. Amy candidly shares a personal story about a challenging day that serves to highlight the pressures leaders face to appear perfect, and how showing vulnerability can positively impact workplace culture. She reflects on how leaders inadvertently model behaviors that either empowe...
Embracing Vulnerability: A Journey of Growth, Faith, and Resilience 03.06.2026 29:40
In this engaging episode of Thriving in the Messy Middle, host Amy P Wilkins speaks with Kenetta Bailey, a respected marketing leader, about navigating uncertainty and transitions in both professional and personal life. Kenetta shares her journey from thriving as a high-level marketer for renowned brands like Pepsi and Sony to overcoming personal trials. She emphasizes the importance of remaining...
It's a Fine Line: Not All Discomfort Signals Growth 27.05.2026 6:49
In this episode of Thriving in the Messy Middle, hosted by leadership coach Amy P Wilkins, listeners are invited to explore the often-overlooked phases of discomfort and uncertainty in their leadership journeys. Inspired by the conversation with Viktoria Degtar , Amy addresses the inevitable moments in life when things seem messy and unclear, offering insights into how distinguishing among types o...
Balancing Motherhood, Marketing, and Professional Success in a Changing World 20.05.2026 32:06
In this episode of Thriving in the Messy Middle , host Amy P Wilkins engages in a vibrant conversation with Michele Fino, a strategist renowned for her ability to bridge the realms of marketing and entertainment. Michele sheds light on her unique journey transitioning from corporate roles to running her own consultancy where she helps brands, nonprofits, and tech companies convey their stories th...
The Hidden Grief Behind Career Transitions and New Beginnings 13.05.2026 6:49
In this Messy Middle Moment, host Amy P Wilkins shares a deeply personal journey through professional challenges. With a history as a leadership coach and former media executive, Amy unravels a story many women encounter: a dramatic career transition that shook her confidence. The episode sheds light on the toll of toxic work environments and the slow erosion of self-belief, culminating in a profo...
Value Recognition: The Foundation for Stronger, More Empowered Women Leaders 06.05.2026 31:48
In this riveting episode of Thriving in the Messy Middle, host Amy P. Wilkins invites Joh Morris Benichou, a powerhouse in personal transformation, to share her insights and experiences. Joh, CEO of Sensory Leadership, reflects on her transformative journey from losing her job and visa to becoming a prominent leadership coach. They discuss the inevitable messiness of life's transitions and how to...
The Leadership Skill No One Talks About: How to Receive 29.04.2026 6:43
Amy P Wilkins, leadership coach and host of Thriving in the Messy Middle , explores the dynamics of giving and receiving support in leadership. She discusses how women often shoulder responsibilities and hesitate to ask for help, and highlights the power of allowing others to contribute. Through personal insights and coaching experiences, Amy emphasizes that accepting support fosters collaboration...
The Truth About Leading Through Uncertainty 22.04.2026 23:32
In this engaging episode of Thriving in the Messy Middle , host Amy P Wilkins chats with Viktoria Degtar, a powerhouse in the media industry known for her leadership and innovation. Amy and Viktoria delve into the complexities of leading through disruption, with Viktoria sharing insights from her illustrious career, which includes key roles at Martha Stewart Living and Time. Despite her impressive...
How to Thrive in a Survival-Driven World 15.04.2026 7:26
In this episode of Thriving in the Messy Middle, host Amy P Wilkins explores the dynamic between surviving and thriving, shedding light on how to transition effectively from a state of merely getting by and into a more empowered leadership state. She refers to a thought-provoking conversation with recent podcast guest, Melissa Grady Dias , which redefines thriving as a conscious choice rather than...
A Redirection: The Truth About the Right Path for You 08.04.2026 30:07
In this latest episode of Thriving in the Messy Middle , leadership coach Amy P Wilkins chats with Adrienne Valencia Garcia, a lawyer turned transformational career coach. The conversation unfolds with Adrienne sharing her intriguing transition story from practicing litigation law to empowering executives through coaching. They explore what it means to navigate and thrive through uncertain times,...
When You Swing Before You're Ready, Courage Ignites Growth 01.04.2026 8:48
In this Messy Middle Moment episode of Thriving in the Messy Middle , host Amy P Wilkins dives into the intricate subject of navigating the turbulent periods of growth and uncertainty often encountered by women leaders. Amy shares personal experiences and insights into stepping into roles and responsibilities that feel larger than life, balancing the pressures of visibility, and the internal batt...
The Hidden Tension Behind Great Leadership: Fear and Excitement 25.03.2026 37:36
This episode of Thriving in the Messy Middle is a special collaboration with The Advertising Club of New York as a visiting podcast . This episode encourages listeners to embrace the messy middle as a pivotal phase for growth and self-discovery, offering practical advice for thriving in challenging times. Leadership coach and host Amy P. Wilkins sits down with Melissa Grady Dias, former Cadillac C...
Communication and Crisis Leadership in a Rapidly Changing World 18.03.2026 31:59
In this episode, Amy P. Wilkins welcomes Jeanne Meyer, a highly accomplished communications coach, to discuss the transformative power of communication in the corporate world. With a background that includes working alongside industry giant Martha Stewart, Jeanne shares insights into how clear and strategic communication can impact businesses and individuals, proving pivotal in times of crisis and...
Learning from Bad Bosses to Become Better Leaders 11.03.2026 29:44
In this enlightening episode of Thriving in the Messy Middle, Amy P Wilkins welcomes Mita Mallick, a powerhouse in the corporate world and a bestselling author, to delve into the intricacies of leadership amidst life's uncertainties. Discover revelations about confronting workplace biases, managing career transitions, and redefining leadership from Mita's book, The Devil Emails at Midnight . Mita...
Even the Best Leaders Feel Overwhelmed in New Roles 04.03.2026 22:34
Amy P Wilkins is joined by Meb Francisco, a dynamic figure in data technology and leadership. Meb reflects on her transition from multicultural analytics to a tech-centric role, highlighting the challenges and growth in the "messy middle", or as she calls it, the "arid desert." Through personal anecdotes, Meb offers insights on leadership, the power of embracing uncertainty, and the value of refle...
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