Imperfection Wins

Imperfection Wins

Executive Coach, HR Consultant and chronic perfectionist, Sam Willing, reflects on her journey into middle age and how she’s finally accepted that the very idea of perfection is what has held her back. Practicing grace for herself and others and letting go of perfection has put her on the path towards freedom. Come experience real talk, encouragement and a little humor!

Episodes

August 28, 2025 42 mins

In this episode of Imperfection Wins I share the keynote speech that changed everything for me! Speaking on the Align stage in 2025 was a dream come true for me. When I was first asked, I was thrilled and excited to speak to 350 entrepreneurs on compassion and compassionate leadership. It’s a message I know well, believe in and love to share. 

A couple of weeks before Align, a different message was placed on my heart. A vu...

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Such a great conversation with life coach Krista Gilbert. Krista walks us through what it means to live a life by design and why mindset is the key to unlocking everything! 

Krista is an interior designer turned Life Designer. She is a life coach certified by the International Coaching Federation and John Maxwell Leadership Team. As an author, international speaker, retreat leader, and co-host of the widely celebrated podcasts Our T...

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Don’t miss this inspiring conversation about courage, heart and reinvention with Coach Lisa Humphrey. We laughed, we cried, it’s raw and real. Listen to Lisa share her life experience of losing 200lbs, building 3 businesses and start living the life she always dreamed of! 

About Lisa:
 Through her powerful message of transformation in her coaching practice and health and wellness business, Lisa helps women break free from feelin...

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Needing some inspiration to kick-off your 2025? Don't miss this conversation with my dear friend, Alicia aka The Midlife Maven! After entering her 50's, perimenopause and empty nester life, she decided to kick it up a notch with her fitness and nutrition. Locking in on strength training, nutrition and getting serious about her lifestyle...Alicia is the strongest she's ever been. Her personal success and willingness t...

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Listen to this incredible and inspiring conversation with dynamic entrepreneur and coach, Erin Renninger. We dive into saying no to fear, other people’s opinions and living small and a big YES to living fully and authentically. Start your new year with this kick in the pants and get ready to make some moves in 2025!

About Erin:

Erin Renninger is a dynamic entrepreneur, coach, devoted wife, and mother who is passionate about empowerin...

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This is an incredible conversation about the transformative power of gratitude, finding success through staying rooted in your calling and living authentically. Sohale Sizar is the founder of Soul with the mission to illuminate the power of gratitude for 95M Americans by 2030. An entrepreneur since the age of nine with 15 years of dedicated practice in meditation and gratitude, Sohale translated his experiences into earning a Stanf...

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In this episode, I’m sitting down with Corree Roofener—a financial coach for women entrepreneurs and host of the Courage Collective podcast. Corree shares her incredible journey from being a stay-at-home mom to building a thriving business, fueled by a deep sense of compassion and purpose.

We talk about redefining the “American Dream,” navigating grief, and choosing courage over comfort. Corree’s heartfelt story reveals the power of...

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Wowza- this is a goodie! Join “Trajectory Shifter”,  Emily Jamieson and I as we dive into identity and why everything we do comes down to what we believe about ourselves and what we believe about the divine energy that created us. With great vulnerability, Emily shares her own journey of uncovering and connecting to her true God-given identity. It is a podcast full of stories of humility, self-compassion and embracing discomfort in...

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Join me as I dig into the topic of alignment, money and “enoughness” with Dawn Dahlby, CFP, BFA, CRPC, certified financial planner, wealth wellness expert and author of the book Live Wellthy. Dawn is the country’s first behavioral financial advisor, a certification that focuses on both the emotional and practical aspects of managing money.  


Dawn walks us through why how we earn, spend and save must be rooted in our core values...

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Wow, what a conversation! Join me and Claudia Alabiso, licensed Marriage and Family Therapist 17+ years and yoga studio owner and teacher in this vulnerable conversation on connecting to ourselves and others. We get deep and practical as we dive into therapy, the importance of a regulated nervous system and how to do it and how yoga and movement help. You will gain so much knowledge and inspiration that will hopefully lead you into...

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September 26, 2024 59 mins

In this episode, I have a deep conversation with Meghan Locklair, Chief Operating Officer at This Week Health, leadership expert and Men and Women of Discomfort leader. We dive into the program that changed my life and served as a catalyst for healing and health through embracing discomfort. Meghan and I share our deep passion for equipping leaders through a lens of compassion and candor. Listen as Meghan describes her leadership p...

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Join this special conversation with my coach, Brooke Hemingway. We talk about life, ambition, creation and overcoming perfectionism in order to leave a bigger impact than perfect ever would have! Brooke also graciously gives listeners $100 off on their Align ticket, the conference that changed my life! Details below.


Special Offer for Aign 2025:

https://aligneventslive.com/

Code: COMPASSION saves you $100 on a ticket


Connecti...

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Tune into this exciting solocast with Sam as she launches Season 3 of Imperfection Wins! She will vulnerably share about where she’s been the last two years, the hardest season of her life, an update on the imperfect heart story and what to look forward to as she re-enters the podcast space.


Instagram: @coachsamwilling @thecompassionatecollective

LinkedIn: Sam Willing

Website: https://www.samwilling.com/

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April 22, 2021 24 mins

Join me as I kick of Season 3 of the podcast with some 2020-21 news and a BIG update! This season is one of transformation and big moves! You will not want to miss this very public journey into unknown territory...once again. 

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July 1, 2020 55 mins

Recorded Live on KKNW1150. Join me and special guest, Deidre Harris — an educational consultant that specializes in team building and conflict resolution. Today we talk about authenticity, bias, and being WILLING to step into uncomfortable conversations!.

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June 25, 2020 54 mins

Recorded Live on KKNW1150. Join me and special guest, Andrea Michel — an intuitive transformational coach and purpose educator. Today we talk about why all of our stories matter, racism, and healing.

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June 19, 2020 57 mins
Recorded live on 1150KKNW, with special guest Cha Barefield, powerful speaker, entrepreneur and talk show host. Join us as we enter into this powerful conversation about race, healing and moving the needle towards love!Want more? Sign up to get my monthly newsletter to get more ideas and tools I believe are worth sharing. Join the Imperfection Wins Insiders Group   Follow me on Instagram
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June 19, 2020 54 mins

Recorded Live on KKNW1150. Join me and special guest, Lady Holly, AKA Holly Francis — an award-winning Indie R&B Soul Artist speaker. Today we talk about the revolution we're in and how to create real change.

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Recorded live on 1150KKNW, with special guest Lindsey Nadler, Join us while we talk about confidence, entrepreneurship, mindset and our relationship with money. It's a powerful conversation full of wisdom! 

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May 28, 2020 54 mins

Recorded live on 1150KKNW, with special guest Janelle Bruland, an award-winning entrepreneur, best-selling author, speaker, and high-performance coach who inspires others to live impactful and successful lives. Join us while we talk about mindset, how to overcome overwhelm and setting priorities around your most important things.

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