What if the key to your next breakthrough wasn’t in another how-to guide, but in trusting yourself? In the Season 4 finale, host Lindsey Epperly challenges you to let go of the step-by-step formulas and lean into your own intuition. This episode is for anyone who has ever felt stuck in the “supposed to” and is ready to explore what happens when you trust what you already know. If you’ve been waiting for a sign to step into something bigger, this is it. What you'll learn in this episode: Why trus...
Mar 26, 2025•16 min•Season 4Ep. 41
Are you constantly saying yes when you really mean no? Do you feel weighed down by expectations that aren’t your own? In this episode of Who Made You The Boss? , Lindsey sits down with author and podcast host Amy Wilson to unpack the deep roots of people-pleasing—why we do it, how it affects us, and, most importantly, how to break free. Amy shares eye-opening insights from her new book, revealing how societal pressures, self-help culture, and generational beliefs shape our ability to set boundar...
Mar 19, 2025•33 min•Season 4Ep. 40
In this episode, you'll discover how to navigate the challenges of life and business with purpose and intention. Lindsey dives deep with Pauleanna Reid, a communications executive, celebrity ghostwriter, and new mom, to uncover actionable insights from her journey. Learn how to transform personal struggles into opportunities for growth, balance mental health while achieving big goals, and leverage mentorship to shape your future. From candid stories about career pivots and dating to practical ad...
Mar 12, 2025•31 min•Season 4Ep. 39
This week, join Lindsey for a heartfelt and empowering conversation with Daisy Auger-Dominguez, a trailblazing author and leadership expert, as she shares strategies to combat burnout and reignite your passion for your work. Discover how to maintain your personal identity in leadership roles, foster empathy in communication, and handle the emotional toll of public criticism. With practical techniques for managing stress and inspiring stories—including a heartwarming moment from Daisy’s "happy fo...
Mar 05, 2025•34 min•Season 4Ep. 38
In this transformative episode, personal branding coach Allison Hare shares her powerful insights on navigating life’s biggest transitions and reinventing yourself with purpose. Discover her framework for addressing burnout, learn how to balance masculine and feminine energies for greater alignment, and uncover the key to setting boundaries that protect your time and energy. Whether you’re facing a major life change or simply looking to step into a more empowered version of yourself, this episod...
Feb 26, 2025•33 min•Season 4Ep. 37
Join Lindsey for an inspiring conversation with accomplished author and storyteller Kimberly Stuart as they dive into the art of staying authentic in your creative and professional journey. Kimberly shares the highs and lows of rewriting her book after receiving pivotal feedback, offering powerful lessons on balancing external validation with personal purpose. This episode is a must-listen for anyone navigating the tension between creativity and business demands, looking to embrace grace amidst ...
Feb 19, 2025•37 min•Season 4Ep. 36
Get ready for an inspiring and dynamic conversation as Lindsey sits down with her long-time friend, Matt Thomas, to explore how passion and philanthropy can drive life-changing achievements. From founding Brawl for a Cause to becoming a Chess Boxing World Champion, Matt shares his incredible journey and reveals the secrets behind managing state changes and cognitive flexibility for peak performance. Whether you’re an entrepreneur, athlete, or someone striving to level up in life, this episode is...
Feb 12, 2025•32 min•Season 4Ep. 35
Join leadership expert Jenni Catron for a candid conversation that will challenge the way you think about leadership and connection. In this episode, Jenni dives into the often-overlooked struggles of loneliness at the top, offering actionable strategies for building meaningful peer relationships and fostering continuous growth. Learn how to embrace the sacred responsibility of leadership, create a culture of empathy and support, and lead with intention. Packed with personal stories and professi...
Feb 05, 2025•34 min•Season 4Ep. 34
Kick off Season 4 with a powerful episode that will inspire you to turn your passions into a fulfilling career. Host Lindsey Epperly opens up about a pivotal moment in her life when an unexpected injury derailed her plans but ultimately taught her the importance of presence, resilience, and finding joy in the journey. Tune in to uncover how life’s disruptions can lead to deeper clarity, reflect on your own passions, and gain practical insights for embracing the messy, fun, and authentic pursuit ...
Jan 29, 2025•9 min•Season 4Ep. 33
In this deeply personal episode, Lindsey shares a monumental moment from her journey as she steps back from the company she founded, Jetset World Travel. She discusses the winding path that led her to make this decision, the personal and professional experiences that shaped her, and how bravery sometimes means letting go. Lindsey reflects on losing a dear friend, becoming a mother, and overcoming a health scare—all of which shifted her perspective on success and leadership. Tune in as she explai...
Nov 06, 2024•14 min•Season 3Ep. 32
Shauna Niequist is the New York Times bestselling author of several books, including I Guess I Haven’t Learned that Yet and Present Over Perfect. She and her husband Aaron live in New York City with their sons Henry and William. She’s a bookworm, a beach bum, and a passionate gatherer of people, especially around the table. What you'll learn in this episode: Strategies to protect your peace, energy, and family time from negative social media interactions. The importance of maintaining meaningful...
Oct 30, 2024•42 min•Season 3Ep. 31
Listen as Shannon Miles shares her entrepreneurial journey, starting with quitting her job on the same day as her husband and cashing in their 401(k)s to start their own business, Belay, during a daunting recession. She delves into the crucial role that overcoming imposter syndrome has played in her professional growth. The conversation also traverses the importance of mentorship, the challenges of transitioning roles in business, and the intentional pauses she has incorporated into her career. ...
Oct 23, 2024•41 min•Season 3Ep. 30
Engage in a heartfelt conversation with Britnie Turner, renowned real estate entrepreneur and visionary behind Aerial. Britnie delves deep into her journey from living in her car to helming a Forbes-listed company in less than seven years. She opens up about the challenges of balancing motherhood with her entrepreneurial endeavors and the importance of maintaining one's identity and self-worth amidst various life roles. Britnie also shares insights on her passion to use her companies in combatin...
Oct 16, 2024•41 min•Season 3Ep. 29
Join us as we sit down with the multi-talented Tyler Merritt to discuss his journey as a leader, actor, and author. They delve into Tyler's realization of his leadership role, his strategy to create his own opportunities in the acting world, and the significance of managing fear and ambition for mental health. The conversation also touches on Tyler's book I Take My Coffee Black, exploring its humor, niche references, and powerful message about inclusivity and representation. Listeners will be tr...
Oct 09, 2024•38 min•Season 3Ep. 28
Mary Lemmer, an accomplished entrepreneur with a unique background in improvisation and venture capita, takes us on an entrepreneurial journey that began as a teenager with a gelato business and now leverages improv techniques to help others revitalize their approach to leadership, business, and life. Through anecdotes ranging from broken point-of-sale systems to taking improv classes, Mary unveils the hidden power of "Yes, And" and other improv principles in fostering creativity, tackling impos...
Oct 02, 2024•32 min•Season 3Ep. 27
Join Cait Donovan, a seasoned expert in burnout recovery and host of the “Fried the Burnout” podcast, as she empowers listeners to tackle their inner critics, recognize burnout, and adopt transformative practices for better mental and physical health. Cait’s expertise and personal experiences lead to an enlightening dialogue on managing roles, setting boundaries, and making conscious decisions to navigate and recover from burnout. What you'll learn in this episode: The crucial difference between...
Sep 25, 2024•38 min•Season 3Ep. 26
Susan McPherson, founder and CEO of McPherson Strategies, delves into the art of connecting with others. Susan shares her journey from corporate America to becoming an entrepreneur, and how she embraced her role as a leader. Susan and Lindsey discuss the power of kindness in leadership, the importance of intentional and value-based connections, and provide practical tips for fostering these connections both personally and professionally. What you'll learn in this episode: How Susan transitioned ...
Sep 18, 2024•31 min•Season 3Ep. 25
Join PR Powerhouse Renée Warren as she candidly shares her experiences in entrepreneurship, navigating the dynamics of being part of a power couple, and how to overcome imposter syndrome. Renee offers valuable insights into PR strategies, managing burnout, and how intentionality can lead to successful pitches and media engagement. What you'll learn in this episode: The impact of different wealth-making types on relationship dynamics and business growth. Strategies for overcoming imposter syndrom...
Sep 11, 2024•38 min•Season 3Ep. 24
Join best-selling author and entrepreneur Mike Michalowicz in exploring the realities of entrepreneurship. Mike shares his personal journey, beginning with a humorous yet pivotal night of drinking that sparked his entrepreneurial spirit. The discussion delves deep into dealing with imposter syndrome, honoring difficult moments, and the importance of incremental but permanent shifts in achieving a collective vision within a team. Listeners will gain insight into balancing business growth with tea...
Sep 04, 2024•31 min•Season 3Ep. 23
The purpose of Who Made You The Boss? Season 3 is all about PURPOSE. Join us as we learn from incredible leaders, authors and activists who will help you discover exactly why you were made for more, starting with entrepreneurial freedom brought to us by Mike Michalowicz. And how purpose shows up in our allyship with Tyler Merritt. And what it means to set the table with intentionality and purpose with Shauna Niequist. Join us for Season 3 of Who Made You The Boss? on September 4th wherever you l...
Aug 21, 2024•1 min
In between seasons, we love bringing you our favorites of other shows, like past guest and podfriend Ashley Stahl's interview with Nick Sonnenberg on her You Turn podcast. Nick is the author of the How to Come Up for Air, and founder and CEO of the company Leverage. Nick is here to help you navigate how to manage overwhelm at work. Is your inbox flooding your day, or maybe you spend all day in meetings where you don’t need to be present? It can feel like your work day is sucked away with unneces...
Aug 07, 2024•37 min
Trailblazing entrepreneur Kara Goldin, founder of Hint, details how she leveraged the right questions to grow from being an ‘accidental entrepreneur’ to the head of a hugely successful flavored water company. She explores the delicate art of maintaining a respectful business partnership with a spouse, how different skill sets and perspectives can contribute to success, and the lessons learned from major setbacks like being discontinued from Starbucks. Kara’s personal anecdotes and rich insights ...
Jul 03, 2024•38 min•Season 2Ep. 22
In this unique episode, Lindsey is interviewed by licensed therapist Mayra Richards, who dives deep into the impact of personal loss and grief on a leader’s life. Mayra dives into Lindsey’s experience of suddenly losing a best friend and how that has impacted her professionally. The conversation also covers the importance of honoring loved ones through one's actions, the necessity of balancing professional and personal dynamics, and the vital role of support systems in entrepreneurship. Join May...
Jun 26, 2024•38 min•Season 2Ep. 21
From Garrett Gravesen’s volunteering in an African orphanage to traveling to all 197 countries, this global entrepreneur takes listeners on a motivational ride toward authentic leadership. Garrett shares candid insights on overcoming imposter syndrome, the power of embracing insane courage, and a few harrowing stories of escaping uncertain doom in more than one lawless destination. What You'll Learn in This Episode: The transformative power of an encounter in an African orphanage and its influen...
Jun 19, 2024•35 min•Season 2Ep. 20
Entrepreneur Tirzah Shirai shares her profound insights on redefining success, aligning with one’s true purpose, and embracing a balanced approach to life and business growth. Not only does Tirzah overcome poverty to develop Blink Bar, she then courageously faces a shifts in her life path when business is decimated from circumstances outside of her control. The conversation also touches upon the challenges of motherhood during these testing times, highlighting the transformative experiences that...
Jun 12, 2024•43 min•Season 2Ep. 19
From Erica Thomas’s early days combining a full-time job with moonlighting as a freelance writer and food blogger to becoming the powerhouse behind a flourishing food-focused company, Erica shares an inside look at the challenges and triumphs of entrepreneurship, the pivotal role of networking, and the impact of social media on business growth. Erica offers a deep dive into balancing professional pursuits with personal development, touching on parenting, relationships, and societal shifts. Plus,...
Jun 05, 2024•46 min•Season 2Ep. 18
Amy Shoenthal, author of "The Setback Cycle," dives into the challenging yet transformative world of overcoming our obstacles. Drawing from personal tribulations and her well-received book, Amy shares her journey through career pivots after facing post-maternity leave difficulties, showcasing the resilience and redirection that are possible in the face of adversity. She offers relatable insights into why it’s important to label and converse with our inner critic, how to strengthen emotional resi...
May 29, 2024•43 min•Season 2Ep. 17
In this episode of Who Made You The Boss? host Lindsey Epperly sits down with travel industry titan Matthew Upchurch, the visionary who navigated the choppy waters of pandemic-era travel with poise and innovative thinking. We get an inside look at how Upchurch's early morning video messages offered a beacon of hope, and why leadership and a commitment to frameworks played a pivotal role during crises. Matthew focuses on the importance of human connection, embracing a beginner’s mindset to upleve...
May 22, 2024•40 min•Season 2Ep. 16
Delve into the nuances of customer service, tapping into your intuition, and pursuing your unique gifts in the business world with today’s guest, Ashley Sthal. Listen as Ashley shares how her journey in establishing a TEDx booking business revealed her inner battles with imposter syndrome and what measures she’s taken to ensure her team maintains high standards and delivers unparalleled service. With a combination of professional insights and personal stories, this episode encourages entrepreneu...
May 15, 2024•37 min•Season 2Ep. 15
Sit down with the multi-talented Margot Bingham for a conversation that balances the light-hearted with the profound. From discussing the heartfelt struggles that shape our worldview to the transformative power of acknowledging and discussing our differences, this episode will take you on a journey through Margot's personal and professional life. Margot opens up on the pandemic's impact on creativity, the importance of authenticity and vulnerability, and the ways she’s navigated the complexities...
May 08, 2024•41 min•Season 2Ep. 14