Shameless Leadership

Sara Dean
  • 4.7 (794)
  • Management
  • Updated Semiweekly

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.

  1. 5d ago

    1005: The Hidden Costs of Leaving Too Much Unsaid at Work | Leadership Mindset

    What happens when too much goes unsaid at work? The conversations we avoid don’t simply disappear. Over time, unspoken concerns can become resentment, erode trust, and cause people to disengage from their colleagues and their work. Even when no one is openly arguing, unresolved tension can quietly shape how a team communicates, collaborates, and makes decisions. The long-term costs are even more significant - and frequently reflected in lost productivity, personnel, and revenue. In fact, in a Crucial Learnings study of 1,000 employees across various organizations and industries, 33% shared that leaving things unsaid at work cost their organization at least $25,000. Another 19% shared that leaving things unsaid at work cost their organization a staggering $50,000 or more.  In this episode, I’m exploring the hidden emotional and organizational costs of leaving important things unsaid. We will examine why high-performing, “nice” teams can be especially prone to conflict avoidance, how much energy people expend working around unresolved issues, and how a daring conversation is very different from an aggressive confrontation. Daring conversations aren’t about being harsh or creating unnecessary conflict - they’re about addressing what matters with honesty, courage, curiosity, and respect - in order to work toward a common goal and shared vision.  I also share a simple way to begin saying the thing that needs to be said, even if you don’t have the perfect words. If unresolved tension or avoided conversations are affecting your leadership or your team, this is work I support through executive coaching and customized leadership development for teams. Together, we can build the trust, communication skills, and shared practices needed to address hard things before they become costly problems. Links Mentioned: Early Bird Enrollment is open for my Aligned Leadership Incubator! Save $500 if you apply by June 30th: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Thank you to our sponsor, Ironwall. Stop online threats before they become real-world attacks. Visit ironwall.com/SHAMELESS and request a free Risk Assessment to see exactly how exposed your executives are. Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1005: The Hidden Costs of Leaving Too Much Unsaid at Work | Leadership Mindset

  2. Aug 11

    1004: 5 Change-Management Mistakes That Are Exhausting Your Team | Leadership Strategies

    Change is inevitable and, these days, seemingly constant. The responsibility to manage change effectively is a large one that can weigh heavily on the shoulders of a conscientious leader. There are many ways to get it right and many ways to get it wrong when it comes to guiding your team or organization through change.  What I see too often is leaders announcing a new direction, initiative, or process without helping employees understand the larger context (what I call “the why behind the what”), or recognizing and honoring the impact the change will have on the people closest to the work. When leaders aren’t intentional and strategic in leading change, employees can be left carrying confusion, frustration, and an ever-growing workload. Over time, the costs of poorly managed change can undermine trust and organizational integrity, resulting in anything from decreased morale to a mass exodus of high-performing employees.  In this episode, I’m breaking down five common change-management mistakes that may be exhausting your team. I’ll talk about the key and critical difference between communicating change and managing change, what leaders miss when they underestimate the frontline experience, and why resistance isn’t necessarily a sign that employees are unwilling to adapt. Sometimes, what looks like resistance is actually a request for more information, more involvement, or more time to process what is being lost. I’ll also share how leaders can create more thoughtful and sustainable change by communicating the bigger “why,” involving employees earlier, making space for questions and grief, and honestly assessing the team’s capacity before introducing another initiative. If your organization is navigating ongoing change - or your employees seem increasingly disengaged, cynical, or depleted - this episode will help you lead the transition with greater clarity, empathy, and intention. Links Mentioned: Early Bird Enrollment is open for my Aligned Leadership Incubator! Save $500 if you apply by June 30th: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Thank you to our sponsor, Ironwall. Stop online threats before they become real-world attacks. Visit ironwall.com/SHAMELESS and request a free Risk Assessment to see exactly how exposed your executives are. Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1004: 5 Change-Management Mistakes That Are Exhausting Your Team | Leadership Strategies

  3. Aug 4

    1003: How to Better Position Your Top Strengths as Your Leadership Edge

    While every leader I work with is deeply talented, many struggle to self-identify their own areas of excellence and what sets them apart. If we want to be strategic problem solvers, we need to know, identify, and share what sets us apart.  In this episode, I'm sharing how to identify and then strategically position your leadership strengths in a way that allows them to become your greatest leadership edge. Whether you're pursuing career advancement, building executive presence, or simply wanting to have a bigger impact in your work, the way you talk about what you do matters just as much as what you do. I'll walk you through exercises I use with my coaching clients to uncover the expertise they're often overlooking. The skills you've practiced hundreds - or even thousands - of times are often the exact things someone else is struggling to learn. I'll help you identify your unique expertise, strengthen your personal leadership brand, and think differently about how your experience can support others. This episode provides real-life examples of how everyday experiences, from navigating difficult conversations and developing communication skills in the workplace to the work I’m doing with high schoolers in their first jobs to how my 13-year-old is positioning his skills on the baseball field. The goal isn't to sound impressive. It's to become more intentional about sharing what you know so you can increase your leadership visibility, grow your thought leadership, and create new opportunities and options for yourself moving forward. If you've ever dismissed your strengths because they "come naturally," this episode is your invitation to reconsider and shine a little brighter. I'll leave you with practical reflection questions to help you identify your strengths, clarify who needs to learn from you, and begin leveraging your expertise with more confidence.  Thank you to our sponsor, Ironwall. Stop online threats before they become real-world attacks. Visit ironwall.com/SHAMELESS and request a free Risk Assessment to see exactly how exposed your executives are. Links Mentioned: Enrollment is open for my Aligned Leadership Incubator: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1003: How to Better Position Your Top Strengths as Your Leadership Edge

  4. Jul 28

    1002: 4 Career Growth Strategies That Are Actually Working Right Now | Leadership Strategies

    If you're a woman leader looking to grow your career, build executive presence, increase your visibility at work, or develop your leadership skills, this episode is for you. I'm sharing four strategies my executive coaching clients are using right now to create career opportunities, establish thought leadership, strengthen their personal brand, and advance their careers—even in today's challenging environment. It’s easy to find things that AREN’T working right now. And, to be fair, a lot of things truly are not working right now. However, navigating the world with a "nothing is working, why bother trying" attitude is going to harm you far more than help you. One of my most important jobs with my executive coaching clients is to help them determine and tap into what IS working. Right now, a number of my clients are exploring big questions like, "How do you find your power when it's easy to find evidence that power is systematically being taken away at every turn?" and "How do you maintain hope when you have so much evidence that people are deeply struggling right now?" As they dig into these questions, my clients are taking action and seeing results! In a sea of “everything is horrible and broken” voices, here are a few things my clients are doing that ARE working: Thinking and strategizing at a level above their current title Investing in their learning and growth for their long-term career trajectory Establishing their voice and expertise Creating visibility opportunities outside their current roles and teams You’re not wrong that it’s TOUGH out there right now. And… you still have the power to be seen, create opportunities, and open doors for yourself. In this episode, I’ll share what’s actually working, the real-life results my clients are getting, and what you can do today to feel a stronger sense of power and hope.  Links Mentioned: Early Bird Enrollment is open for my Aligned Leadership Incubator! Save $500 if you apply by July 31st: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1002: 4 Career Growth Strategies That Are Actually Working Right Now | Leadership Strategies

  5. Jul 21

    1001: Cultural Intelligence and Women in Agricultural Leadership with Jacqui Gordón Núñez | Women in Agricultural Leadership, Cultural Leadership

    Jacqui Gordón Núñez and I met when we were both speaking at the same women’s leadership event last spring. From the moment she took the stage, I knew I wanted to interview her. She has an incredible story and such a deeply rooted leadership philosophy that the world needs to hear. She is passionate about her work and how the work she does in agriculture impacts the world in ways we don’t consider daily - but should. Jacqui is the Vice President of the Washington State Tree Fruit Association and a passionate advocate for leadership development. Originally from Ecuador, she built her career in Washington helping people in agriculture grow their confidence, communication skills, and impact within their communities. She earned her bachelor’s degree in Food Science and her Master of Science in Horticulture from Washington State University.  Listen in to hear Jacqui share: Her path from Ecuador to the US, through immigration, and into agricultural leadership The importance of understanding cultural awareness and intercultural competence in the workplace The dangers of minimizing your own culture and the fine line between cultural adaptation and self-abandonment How leaders can create more space and safety for a wider range of cultural experiences and expressions so employees can show up authentically and contribute as optimally as possible How women leaders in agriculture are changing the landscape for women in agriculture   Agriculture as a form of reverence How to navigate self-doubt when you feel like you don’t fit in or feel insecure about your ability to add value in a situation Links Mentioned: Connect with Jacqui on LinkedIn: https://www.linkedin.com/in/jacqui-gordon-nunez/ Agriculture Leadership Program (ALP) website: www.alp-wa.com Intercultural Development Inventory (IDI): https://idiinventory.com/ Join Sara’s Aligned Leadership Incubator Early Bird Enrollment (save $500!): saradean.com/aligned Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1001: Cultural Intelligence and Women in Agricultural Leadership with Jacqui Gordón Núñez | Women in Agricultural Leadership, Cultural Leadership

  6. Jul 14

    1000: 10 years. 1000 episodes. What I Never Saw Coming.

    For the 1000th time, I sat down and hit record. This is a goal I have worked toward for 10 years. When I launched the podcast on March 15, 2016, my goal was to “feel this out.” I wanted to see if I liked podcasting as a medium for coaching, community building, and exploration. I quickly knew this was going to be my jam.  If you don’t know the origin story of this show, you might be surprised to learn that this little show that could largely exists as it does today because I was hit with a cease & desist within 48 hours of launching. The way that situation transpired lit a fire underneath me. In that messy moment of panic, I knew that if someone was going to try to take me down, I was taking this show TO THE TOP.  The show became a Top 10 show in multiple categories on Apple Podcasts. Today, in a sea of 3.4 million podcasts, our show is ranked in the top 0.5% globally. The show has been downloaded over 7 million times in over 140 countries. It is currently a Top 30 Management show - a category of over 30,000 shows.  These numbers are fun for me to see. But the story behind the numbers is so much more impactful. In this episode, I’m sharing the story of the show. From that cease & desist to building an international community of women, to landing on international stages to speak, to Glennon Doyle Zoom bombing our membership community, to a global shutdown, to failed IVF,  PTSD/Anxiety/ADHD diagnoses, rebranding and renaming the show, a Masters Degree, returning to my roots in healthcare, and supporting Fortune 10 companies, this has been a wild ride I could have never predicted.  The impact of the show is so much bigger than me. And, that was always the plan. That was the goal. You all showed up and listened. You did the work. You got uncomfortable. You changed your behavior. You made your life better. You modeled to others how to make their lives better.  Collectively, we have changed lives. Thousands, if not millions, of lives impacted across 7 million downloads and 5.25 million hours of listening. For my fellow math nerds, that’s 600 YEARS of continuous listening.  I set out to do this alone. But I am never actually alone. At any given moment, someone somewhere is listening in. In every moment, one of you is with me. We are constantly in this together. And that means everything to me.   In this with you. Always. Links Mentioned: Early Bird Enrollment is open for my Aligned Leadership Incubator! Save $500 if you apply by June 30th: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Learn more about your ad choices. Visit podcastchoices.com/adchoices

  7. Jul 7

    999: The Most Underrated Leadership Skill: Why Having FUN Drives Results | Leadership Strategies

    I’ve worked with high-achieving women for over two decades. I think I attract high-achieving women because this is an attribute I deeply relate to - sometimes to my own detriment.  One of the things I’ve noticed my clients and I can struggle with is FUN. High achievers tend to take things seriously. Like, very seriously. We are intense and motivated to make everything great, if not perfect. This drive can suck the life right out of what otherwise might have been a footloose and fancy-free experience.  Rather than embracing fun as a birthright, high-achieving women in leadership have a tendency to treat fun only as a reward - which must be earned after a remarkable and noteworthy win. It’s as if somewhere along the way, we convinced ourselves that fun belongs to others but not to us. But here's what I've learned: when you connect fun only to rewards and achievement, you aren't just flirting with leadership burnout; you're leaving one of the most underrated leadership skills on the table. Fun isn't a reward or a distraction from the work of female leadership — it's an essential emotional intelligence practice that sharpens decision-making, deepens connection, and builds sustainable leadership. In this episode, I break down the essential elements that make something truly fun (hint: it's not just scheduling a happy hour), why high-achieving women are particularly prone to forgetting how to access it, and why reframing fun as a leadership strategy — not self-care, not a luxury, not an afterthought — changes everything. We will also walk through a simple 5-step process for reconnecting to your version of fun — not the Instagram version, not what your team thinks sounds good, but the kind of fun and joy that actually replenishes you. Because the most powerful leadership development tool often isn't another productivity system or another personal development book - it's remembering how to be fully alive and in your joy while you lead. Links Mentioned: Early Bird Enrollment is open for my Aligned Leadership Incubator! Save $500 if you apply by June 30th: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Learn more about your ad choices. Visit podcastchoices.com/adchoices

    999: The Most Underrated Leadership Skill: Why Having FUN Drives Results | Leadership Strategies

  8. Jun 30

    998: 4 Management Mistakes That Are Trapping Leaders Right Now | Leadership Tips

    Middle managers are getting squeezed from both directions right now. While this isn’t entirely new, the pace of change amid constant adaptation and uncertainty makes this season uniquely challenging. While you’re trying to keep senior leaders happy, your team needs clarity, support, and meaningful leadership. This can feel overwhelming, to say the least. In this episode, I'm breaking down four management mistakes that are quietly trapping even the most well-intentioned leaders: the Task Trap, the Communication Trap, the Reactivity Trap, and the Talent Trap. While these aren’t new problems, the pace of today's workplace has made them far more expensive to ignore. If you find yourself questioning how to uphold effective leadership, this conversation will help you gain clarity on how to cultivate enduring, productive, and rewarding relationships that advance collaboration and positive outcomes with those you lead. We will talk through how to bridge the gap between management and leadership, ensuring you’re more than just a project manager, but also a people developer. We will dig into how to avoid reactive leadership habits that impede the strategic thinking and action-taking your team actually needs from you. And we will discuss how to communicate to create clarity instead of more.  This episode will open your eyes to leadership mistakes to avoid when you find yourself in the midst of constant change and uncertainty, and help you take an honest look at where middle-management pressure meets real leadership development. You'll walk away with a clearer sense of which trap is costing you the most right now and what to do about it before it costs you your best people. Links Mentioned: Early Bird Enrollment is open for my Aligned Leadership Incubator! Save $500 if you apply by June 30th: saradean.com/aligned Hire Sara to speak: saradean.com/speaking Coach with Sara: https://saradean.com/executive-coaching-services Connect with Sara on LinkedIn: https://www.linkedin.com/in/saradeanspeaks Watch Shameless Leadership episodes on YouTube: https://www.youtube.com/@saradeanspeaks Learn more about your ad choices. Visit podcastchoices.com/adchoices

    998: 4 Management Mistakes That Are Trapping Leaders Right Now | Leadership Tips
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4.7
out of 5
794 Ratings

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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.

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