

Shameless Leadership
Sara Dean
Welcome to Shameless Leadership! This show is for women, transgender people, non-binary folks, and allies who are committed to advancing their leadership and the leadership of those around them. In this space, we believe everyone deserves to feel seen, heard, valued, and supported. Our mission is to help you foster these feelings within your own circles of influence to build trust, psychological safety, and a culture of belonging.In each episode, we dive into essential topics impacting women in leadership - everything from shutting down your inner critic and imposter syndrome to overcoming perfectionism to using your voice in new ways to advocate for yourself, your ideas, and other folks carrying marginalized identities. You'll hear practical tips, effective strategies, and inspiring stories that will not only enhance your leadership skills but also broaden your perspective to become a more confident, thoughtful, and empathetic leader.Our stories come from people carrying identities who are often underrepresented, underestimated, and excluded. By sharing their experiences, we aim to provide you with invaluable lessons that will transform your leadership journey. We are thrilled to have you join this community of Shameless Leaders who are actively creating a world where everyone, regardless of gender, can intentionally lead through a more curious, compassionate, and inclusive lens.
Episodes
Mentioned books

May 24, 2021 • 29min
548: How To Deal With Doubt
We all carry doubt. Even the most polished and pretty people on the internet. For real.In recent months, a number of people have applauded the ways I’ve shown up online and in my business over the last year. Friends - it is NOT without doubt from time to time. I have doubt on a fairly regular basis, especially when things around me feel out of my control and unpredictable. So, you know, like every single day of 2020. That said, I know how to manage doubt - perhaps on an expert level - because dread is one of the gifts (shall we call it?) of my anxiety. I manage a lot of dread. Like, every morning when I wake up. And this has been the case for as much of my life as I can remember. This dread tries to tell me that things will be hard and maybe I won’t be able to figure them out or get them done or perform at the level I want. This dread leads to a lot of doubt, so I have to call him out as the big fat liar he is.Because I manage anxiety and the accompanying dread on the daily, I am intimately connected to feelings of doubt. I have worked to overcome this doubt with some simple mental reframes that work very predictably well for me - thankfully!After receiving so many compliments on how I’ve powered through the last year, it occurred to me that you are not seeing the full truth (read: doubt) behind my Instagram photos - and that’s not fair. So, listen in to hear me share more about doubt and the 4 specific simple ways I reframe doubt #everydamnday.
What is true and what is beautiful
ID the hard feelings
ID where you have power in terms of options and paths forward
ID your superpowers and how you can apply them to this situation
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May 19, 2021 • 54min
547: Jessica Butts: Healing The Hustle
Jessica is the Creator/CEO of Front Seat Life, Myers-Briggs Expert, Life/Business Coach for Intuitive Women, Author, Keynote Speaker, Podcaster, and Former Psychotherapist. She is an ENFJ, truth teller, F bomb dropper, lover of all things Maui, and fiercely dedicated to helping you be unapologetically who you are.Jessica is a total go getter who has hustled her way to success in so many areas of her life. And now she’s ready for some rest and possibly even some, gulp, balance. She has seen the impact of hustle on her own life and the lives of so many women. Our obsessive need to hustle comes at a great cost. And it’s time to talk about that.Listen in to hear Jessica share:
What prompted her to start “healing her hustle”
How to heal the hustle and still be ambitious and driven
Why we are hustling - as a result of nature and nurture
How 25% of us are innately programmed to always be looking for what’s next - and how this makes hustle to the point of burnout
How the patriarchy has forced women and POC to hustle in order to succeed and in many cases, just survive
How she realized she was hustled out and how she started to heal
The rule she made for herself to break her unhealthy phone habit and the immediate and massive impact it had
Why is so important to design a life for your specific personality type
How to embrace who you truly are and then lean into your truest self
Links mentioned:
Watch my free business training and learn about my Tenacious Mamas Mastermind
Join Jessica for Healing the Hustle Summer School
Podcast: Front Seat Life
Quiz link: jessicabutts.com
IG: @frontseatlife
Thank you to our sponsors:
Ana Luisa: Go treat yourself and your loved ones and use my code SHAMELESS to get 10% off at https://www.analuisa.com/shameless.
Gemmist: Go to Gemmist.com to get your personalized recommendation and enter SHAMELESS at checkout for 20% off and free 2-day shipping.
Happy Dance: Right now, SHAMELESS listeners get 15% off their first Happy Dance order. But only when you go to Doahappydance.com/SHAMELESS.
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May 17, 2021 • 34min
546: 3 Reasons Moms Secretly Fear Growth
Let’s be honest… growth is scary. It involves dancing with the unknown. Yuck, right? I’d rather dance alone in the safe isolation of my bathroom, thank you very much.But growth is also incredibly rewarding. Growth shows you what you are capable of. It proves to you that you are strong, gifted, talented, and worthy in ways you didn’t know. This can be a game changer.So, why do we stay stuck in fear when it comes to growth? I think we fear growth because a lot of the most influential people in our lives also fear growth. They didn’t/don’t model growth to us. They modeled complacency. Complacency seems safer, more secure. Let’s not take chances. Let’s not risk failing. Let’s not make mistakes. When I stopped fearing growth and started taking chances, I found new people to surround myself with. People who were committed to doing new things in unconventional ways - in order to let their unique gifts and talents SHINE. I saw women around me breaking the mold. And I became friends with those women. Then I started breaking the mold too.This is how you step out of fear and into growth. You find the places where you can be connected and supported by other people who don’t want to stay in fear, who don’t want to be isolated in constant self doubt, who won’t settle the way things have always been.And from there, you start to believe in the possibility of a new reality and new rules. You start to believe that you are a trailblazer and a change maker. That you can grow and thrive in any direction you want.Listen in to hear 3 reasons moms secretly fear growth and how you can overcome your fears around growth. Links mentioned:Watch my free business training and learn about my Tenacious Mamas Mastermind Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 12, 2021 • 51min
545: Pauline Cheung: The Cost Of Making Other People Happy
Pauline Cheung is a women’s leadership speaker and coach on a mission to show professional women how to trust their voices and create professional and personal success – without conceding to people-pleasing and perfectionism.Despite 12+ years as an international executive working with Fortune 500 C-suite and senior-level leaders in the areas of strategy, marketing, and business development, Pauline comes from humble beginnings. She knows how challenging it is to step into the unknown and navigate the fear of failure and judgment. Her deep compassion for women wrestling with similar desires and demons helps her coaching clients and audience members break out of their fears and step into full visibility as their unique and brilliant selves.Listen in to hear Pauline share:
How she had to juggle work with motherhood as her child needed extra medical attention
How she’s working on harmonizing her work and home life - and why the concept of harmonizing is more full of ease than seeking “work life balance”
Why time is currency and the value of time - sometimes over money
How she grew up with the message, “It’s not safe to be me”, as a Chinese girl growing up in England
How she found safety by making others happy - and the costs of making others happy
How she recognized the truth about fear and stopped letting it preventing her from going after the things she wanted (even if she didn’t know how she would actually get them)
Her journey from corporate to culinary school to coaching other women
The 3 specific ways women stay in their own way, preventing them from taking a stand in their life
What belonging actually looks & feels like, and how to own who you are to create a more confident sense of belonging
How we can overcome the constant internal battle of being “too much” and “not enough” at the same time
Links mentioned:
Connect with Pauline
Get Pauline’s Confidence Guide: 5 Ways to Practice Stepping Out of Your Comfort Zone and into Greater Confidence
Thank you to our sponsors:
Gemmist: Go to Gemmist.com to get your personalized recommendation and enter SHAMELESS at checkout for 20% off and free 2-day shipping.
Hello Fresh: Go to HelloFresh.com/shameless12 and use code shameless12 for 12 free meals, including free shipping!
Talkspace: To match with your perfect therapist for a fraction of the price of traditional therapy, go to talkspace.com, Make sure to use the code SHAMELESS to get $100 off your first month and show your support for the show.
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May 10, 2021 • 32min
544: Mental Health Awareness Month: My Diagnosis
Earlier this year I received two mental health diagnoses. One did not surprise me at all, but the second did. I have been processing and thinking through the gift of diagnosis a lot over the last few months. Yes, the gift of diagnosis. Receiving these diagnoses was more affirming and validating than I ever could have imagined. Instead of feeling plagued by some parts of myself that have been bewildering since I was very young, I now feel stronger and more connected to who I truly am and WHY I am who I truly am. What a relief! My mental health diagnoses are not my weaknesses, they are my superpowers. Because of them I am more compassionate, more empathetic, more conscientious, more thoughtful, more intentional, more talented in unique ways, more creative, more adaptable to things others can’t adapt to, more capable in ways others aren’t, and more sensitive to the world and other people in so many ways that make me a better citizen.So, ye, I am delighted by my diagnoses - and everything that comes with them. Including medication.May is Mental Health Awareness Month. I am sharing my story with you because mental health diagnoses are not something to be ashamed of. And mental health diagnoses are not uncommon - which I learned quickly as I shared my story with friends over the last few months and had so many of them quickly reply “me too.”My hope is that this episode provides light and hope for anyone who might be struggling to see all their gifts right now. You are not alone. Links mentioned:
Join my free business training: 3 Essential Building Blocks To Growing A Successful Business
National Alliance on Mental Illness Helpline: 800-950-6264
Depression Crisis Text Line: Text CONNECT to 741741
National Suicide Prevention Lifeline: 800-273-8255
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May 5, 2021 • 1h 5min
543: Trudi Lebron: From Teen Mom Of Two To Activist and Thought Leader
Trudi Lebron is an entrepreneur, coach, consultant, podcaster, and speaker working with social impact leaders, and transformative coaches who want to increase the impact of their efforts. Trudi is the creator and head coach of BeABoss a personal and professional development program for Millennial Women of Color, works with entrepreneurs to help them start social impact businesses, and supports social impact executives with leadership coaching, strategic planning, and creating systems and practices to bring alignment between your personal values and the way you work.I asked Trudi to come on the show because I knew her story around motherhood as well as the deep impact of her professional work. I have been dying to interview her for a couple years now - and I can tell you this conversation was worth the wait!Listen in to hear Trudi share:
Her experience of dropping out of high school and becoming a teen mom to two babies by age 16
How her traits of being stubborn and making her own rules served her well as a very young mom - and now as she has paved her way to multiple layers of success in education and business
How she can see the privilege she carried as a teen mom and why seeing all our layers of privilege is so important
How attaining her GED all on her own was the most impactful lesson of her life
How the welfare system tried to make her choose between food stamps and getting her college education - and how the system is designed to keep people in the margins down
How her experience as a Latina teen mom fueled her entire career
How she constantly chose to capitalize on her strengths in order to build success
How she uses discernment around her role as a mother to Black sons vs business consultant to lead conversations around her justice, diversity, equity & inclusion work
How she was able to listen to the urgent needs of her industry to show up & serve in a completely transformational way in 2020
Why we need to move from consumption of race education to taking action toward equity
Links mentioned:
Join my free business training: 3 Essential Building Blocks To Growing A Successful Business
Connect with Trudi
Attend Trudi’s May event, Show Up & Serve
Trudi’s podcast: Business Remixed
Trudi’s podcast with Weeze Doran: That’s Not How That Works
Trudi on Instagram
Thank you to our sponsors:
Ana Luisa: Go treat yourself and your loved ones and use my code SHAMELESS to get 10% off at https://www.analuisa.com/shameless. Learn more about your ad choices. Visit podcastchoices.com/adchoices

May 3, 2021 • 35min
542: 3 Simple Ways To Build Brave Boundaries
I’m not going to pretend that boundaries are easy. They are tricky and sticky and often intimidating. But boundaries are also the KEY to liberating our time and energy and mental space. Telling you to simply “have better boundaries” is not helpful. It’s like telling a worry wart to “just stop worrying.” So, instead of telling you to have better boundaries, I’m going to give you three actionable steps you can take to start building better and more brave boundaries. I want you to have more time, energy, and mental space for YOU, as well as for the things and people who deserve the best parts of you.Listen in to learn 3 steps you can take to build braver boundaries #everydamnday.As you implement these over time, you’ll find that you feel increased ease and power throughout your days and within your relationships. This will feel totally liberating, my friend!Link mentioned:Join my free business training: 3 Essential Building Blocks To Growing A Successful Business
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Apr 28, 2021 • 1h 6min
541: Alison Tedford: The Intersection Of Identities As An Indigenous, Single Mom With A Disability
Alison Tedford is an author, marketing consultant, and mom from Abbotsford, BC, Canada. Her work has been published on AlJazeera, CBC, Upworthy, and Today's Parent, and her debut book, Chronic Profit, is being released by Self Counsel Press in April 2021.I have been following Alison online for a couple years now. She has always stood out to me as a leader and a truth teller. She speaks up to share her perspective even when it’s not comfortable. She is sassy and smart as a whip as she shares her experiences living as an entrepreneurial, Indigenious single mom with a disability. I deeply appreciate Alison’s work and her voice and I’m so honored to have her here with us for this conversation.Listen in to hear Alison share:
All the layers of her identity as an entrepreneurial, Indigenous mom with a disability and why she has chosen to share her stories
The assumptions people have made about her identities
The importance of inclusivity from the top down in organizations
How her disability has shaped her parenting
How she models asking for help to preserve her energy for the places she can have most impact
How she shares her Indigenous culture with her son
How pain management can be a full time job
Links mentioned:
Join my free business training:, 3 Essential Building Blocks To Growing A Successful Business
Connect with Alison
Get Alison’s book: Chronic Profit
Alison on Instagram
Alison on Twitter
Alison on Facebook
Thank you to our sponsors:
Cubo Ai: Go to getcubo.com and use my code “SHAMELESS “for "$10 off your purchase.
Songfinch: Visit songfinch.com and use promo code SHAMELESS this week for $20 off the perfect gift!
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Apr 26, 2021 • 38min
540: 3 Steps To Start Anything
I don’t want to squash your dreaming. Dreaming is beautiful and powerful and necessary. But…Sometimes our dreams can be intimidating. We see them out there and they look inviting and delicious - and also terrifying. I want to run a marathon - but how do I go from running 3 miles to running 26.2 miles?I want to write a book - but how do I write an opening paragraph, let alone 300 pages?I want to go back to school - but how do I find the time and money to commit to 2 more years of education?Too often we hold our dreams as long term (seemingly impossible) visions with no action plan. We put off the doing required to achieve our dreams because we don’t know where to start. We don’t know what the first step should be - and all the first steps we can think of feel like massive scary leaps. And massive scary leaps sound hard. So, we decide to just wait…And often - too often - the dream dies.In this episode, we will talk about how to move from dreaming to doing by taking specific small action steps to get started moving in the direction of your dreams.Are you ready to GET STARTED???Link mentioned:Join my free business training: 3 Essential Building Blocks To Growing A Successful Business
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Apr 21, 2021 • 1h 2min
539: Jessica Sinarski: Shifting Our Kids’ Stories To Help Them Navigate Shame & Worry
Jessica's superpower is making brain science accessible and entertaining for children and adults alike. She is living this out as a clinical supervisor, nationally known speaker, author, and Shameless Mom of 3. She is also the founder and director of the training and resource platform BraveBrains.This is Jessica’s second time on the show. I was so excited to have her back because talking to her about brain science is so incredibly helpful and insightful. Learning from Jessica makes me a better woman, leader, and mom. Listen in to hear Jessica share:
How our stories lead us to shame spirals and keep us in shame spirals
How our shame spirals are more dramatically triggered while parenting in a pandemic
Why she is calling her sons “explorers” to appreciate and honor the ways their brains are differently wired
How to engage your “upstairs brain” to stay hopeful in hard times and shift your stories and narratives
How we can help our kids shift their stories and narratives, especially around worry and shame
Why she wrote What’s Inside Your Backpack? about a little girl’s worry and shame - and why she released it during the pandemic
Why she opted to frame her story around a little girl who has an unsafe parent
How and why she considered multiple layers of inclusivity when writing her book and having it illustrated
How to introduce your kids about the “both/and” philosophy in order to foster hope and resiliency
Links mentioned:
Join my business training workshop on May 11th, 3 Essential Building Blocks To Growing A Successful Business
Connect with Jessica and order What’s Inside Your Backpack
Jessica on Instagram
Jessica on Facebook
Jessica on Twitter
Thank you to our sponsors:
Bulldog Online Yoga: Head to bulldogonline.com and use promo code SHAMELESS for a 30 day free trial and 50% off your next month!
Cubo Ai: Go to https://bit.ly/3wPkIYf and use my code “SHAMELESS” for a discount off your order.
Hello Fresh: Go to HelloFresh.com/shameless12 and use code shameless12 for 12 free meals, including free shipping!
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