“Sara, should I stay or should I go?” 

This is a very common conversation I have had with coaching clients over the years. 

Because I have the great honor of helping women deeply (re)connect to their sense of self, my clients frequently find themselves in a position of having outgrown their professional roles. As they learn about themselves, embrace their strengths and talents, and challenge themselves to grow in new ways, there is an almost inevitable realization at a certain point, “I think I’m ready for something more…”  

With this growth often comes a clarity in values and connection to core beliefs that illuminates things that once seen and felt cannot be unseen or unfelt. Once my clients start to feel this, there is a yearning to find new options and opportunities. 

One of my clients told me early in our coaching journey that she envisioned herself staying at her current company for another 3-5 years. After working together for a few months and becoming more clear on her values and the value she has to contribute to the world, she felt she could no longer ignore the ways she has been consistently overlooked and dismissed at her current company. She had a newfound urgency to find a role somewhere where her values and her value were not being compromised at every turn. Her 3-5 year timeline shifted to 3-5 months!

When my clients find themselves in this position, there is a lot to consider and process. In many cases, I don’t recommend my clients jump ship. In fact, I think there can be great value in a “strategic stay” where one stays put for a while longer in order to make a thoughtful transition without risking their personal and professional security and stability.  

In this episode, I talk through how to know if you’ve outgrown your role and/or organization, considerations to make before making a move, and reasons you might consider staying put for a while longer in order to make a more strategic (and beneficial) transition.  

It is my hope that learning and practicing my GAP Strategy will allow you to hold space for others in a way that advances your relationships and your leadership.  

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Have you ever gone to someone you trusted to seek help and they became defensive instead of holding space for you?

Have you ever been in a conversation and felt yourself getting defensive as someone shared information with you?  

You’ve likely been in both of these situations at some point, perhaps in personal and professional settings.  

I found myself in the first situation a while back. I took a very serious concern to two leaders I trusted and I left feeling stunned that two leaders I trusted couldn’t hold space for me in a vulnerable moment. It was so disappointing and left me reeling for days. I kept rerunning the conversation in my head trying to figure out what went wrong and why I felt so defeated and hurt after the fact.  

With some time and reflection, I was able to identify that the reason I was so upset was because I didn’t feel seen, heard, held, or valued in a moment where it felt really important to me to feel seen, heard, held, and valued.  

As I processed this event, I spent a lot of time thinking about how I would have handled the situation if the tables were turned. I questioned myself, “How do I hold space for people when they show up and need me to sit with them and hear them out - even if what they want to share is difficult to hear?”

My work demands this of me. I have to sit in hard conversations with coaching clients all the time. I preach confident communication to leaders all day long. I started to think through what my specific process is when it comes to holding space for others and I was able to put it together in a really clear and simple way that can be easily replicated in many different sticky situations and tough moments.  

In this episode, I talk you through how to use my 3 step process, my GAP Strategy, to practice Gratitude, Acknowledgement, and Partnership in these challenging communication moments. I give you brief, clear statements you can use to immediately help the person sitting across from you feel seen, heard, held, and valued. These are the statements I wished I had heard in that conversation a while back. I wish the people who sat across from me were able to apply this strategy so we could have worked together toward a solution instead of leaving the situation feeling awkward, incomplete, and let down.

It is my hope that learning and practicing my GAP Strategy will allow you to hold space for others in a way that advances your relationships and your leadership.  

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Every year I host an Annual Planning Workshop for my business coaching clients. This is a time for folks to look back at their wins from the past year, do some visioning for the upcoming year, and get crystal clear on the specific strategies and action steps they want to take to be successful in the new year.  

As I was leading this workshop in early December, it occurred to me that you all, my lovely leader listeners, could benefit from the same exercises I take my business coaching clients through. In this episode, I walk you through 10 simple, but essential, questions to ask yourself as you plan your upcoming year.  

I don’t believe in resolutions. I don’t believe you need to flip your life upside down and make 734 changes on January 1st. I do believe you need to own wins from the past year so you can see the proof of what you’re capable of moving forward. And, I do believe that you should take some time to reflect on what you want to make happen over the course of the next year sometime in the month of January so you can begin to build the necessary momentum to actually accomplish all you want to accomplish in the next year. 

Here are the 10 questions I walk you through in this episode:

Like many recent years, 2025 will be a year of change, uncertainty, and quite possibly chaos. The more you can be clear on what you want to accomplish, why you want to accomplish it, and how you’re going to accomplish it, the more you can stay grounded when the going (inevitably) gets tough. 

Happy 2025! You got this and I’m thrilled to be on this journey with you!

Link Mentioned

• To get notified of my upcoming events, workshops, and retreats for leaders, email me at [email protected] with the subject line “Events!” and I’ll make sure to notify you as I roll out 2025 events! 

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I have used stories in leadership for some time now and have found them to be such a powerful way to engage people as well as a means to appeal to people’s heads and hearts. Years ago, I started studying how other speakers I followed used stories and I took notes.  

As I’ve learned more about the power of storytelling from a theoretical perspective, so much has clicked for me in terms of how to use storytelling as a leadership tool and strategy. There is no doubt that stories drive authentic leadership, allowing you to humanize yourself and display vulnerability in front of those you lead. This can be pivotal in building trusting relationships. If you’re looking to build trust, cultivate vulnerability, and build team relationships on a foundation of psychological safety, start telling stories. 

Daniel Coyle, author of The Culture Code, reminds those leading others through change, “Stories are not just stories; they are the best invention ever created for delivering mental models that drive behavior.”

In the vulnerable space of a story is an opportunity to create a connection. Connections pave the way for relationships. Relationships become the platform for which we can show our full range of humanity and hold space for other's full range of humanity.

Stories can be used to inspire, motivate, build trust & rapport, model humanity, humility, vulnerability, imperfection, instruct, demonstrate, teach, mentor, celebrate, and advance organizational culture. 

I often have the opportunity to teach leaders how to use stories during leadership training I facilitate. It is one of my favorite activities to facilitate and to observe. Most leaders walk away feeling a sense of lightness in their leadership they couldn’t previously find. For many, this lightness is a gratitude for the permission to share parts of themselves that are imperfect, goofy, messy, soft, sensitive, joyful, and playful.  

In this episode, we will talk through how to use stories, as well as tips for telling impactful stories.  

Links mentioned:

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In the last episode of Shameless Leadership, I spoke about 5 Challenges Facing Women Leaders in 2025. While that episode had plenty of reasons to get us motivated and fired up, I am excited to kick off a conversation that leads with a positive edge this week.

When we only focus on the challenges we face as women (or as a member of any marginalized group), it can feel harder to harness our power. So, how about we focus on our competitive edges, shall we?

In this episode, I’m so excited to talk through with you the following 5 Competitive Advantages of Women Leaders 2025:

There are many aspects of our socialization as women that we tend to under leverage in leadership. Enough of that. 2025 is a year to create opportunities for us to lead in areas where our male counterparts often fall short (often due to their socialization). We have a unique opportunity to lead with our differences, intentionally do things differently, and be culture shifters and culture shapers who challenge the status quo and change patterns of socialization altogether.  

By harnessing our emotional intelligence and relationship-building skills, we can create more collaborative work environments that drive better business outcomes. By embracing our natural ability to see systemic interconnections and balance multiple perspectives, we can excel at complex problem-solving and change management. By amplifying our adaptability and adaptivity (and knowing the difference between the two), we can demonstrate creative resource allocation and strategic prioritization while driving innovation. See, I told you there is a lot to get fired up about here.  

2025 is not a year for us to sit back. It’s a year for us to stand up, get loud, and own our place in the game.  

Link mentioned:

Shameless Leadership Episode 917: The 5 Biggest Challenges Facing Women Leaders in 2025

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To be honest, I was hesitant to spend thirty minutes pointing out the challenges facing women leaders, as I’m not sure we need to be reminded of what’s not working in our favor. However, as I started putting my notes together, I quickly decided that if I provide this list as a bit of a “Hey friends! Just a heads up…” and included some options for strategic responses we can all enter 2025 feeling better informed and well prepared to do our work to the best of our ability.  

So, here we go!!

For me (and I hope for you!), when the world gets messy, my values become more clear. When my values are more clear, my decision-making becomes easier. When decision-making is easier, I can mitigate a lot of mental gymnastics and get to work.

In 2025, I plan to get to work. I’m not wasting time dilly-dallying in decision fatigue. I am clear on my values, the work I want to do, the impact I want to have, and how I can best share my gifts with the world. I am ready to GO.

I am acutely aware of those who are relying on me to be clear-headed and focused. I am prepared to show up for them. In calling out our challenges and creating strategic responses, we can focus on our vision and stay in momentum even when things are falling apart around us. 

In this episode, I address these 5 challenges facing women leaders in 2025:

Professional Landscape Challenges

After I talk through these challenges, I provide strategic suggestions which I hope will offer you some HOPE. Will 2025 be hard? Absolutely. But, hard isn’t new to us. So, we got this.  

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This might sound counterintuitive, but great leaders aren’t afraid to be a little messy. Being messy is not a hall pass to be careless or cause harm. Being messy is about being your most authentic, imperfect, high-integrity self who isn’t afraid to make mistakes and be fumbly in front of others. This is an invitation for women leaders to embrace and model imperfection as a transformative professional strategy. Being an imperfect, messy-at-times leader can be a massive demonstration of strength, self-trust, and confidence. Leading with this level of vulnerability challenges long-standing workplace myths about how women should show up at work while deconstructing the unrealistic expectation that we must be superhuman performers. This opens the door to reimagining leadership as a dynamic, authentic, constantly evolving-for-the-better journey of continuous learning and growth.

In this episode, I unpack how modeling mistakes creates psychological safety within teams and organizations, reducing a culture of anxiety and fear of failure. By openly acknowledging our own learning processes rather than putting on airs about having it all figured out, women leaders can dismantle harmful stereotypes that suggest competence at work requires flawless execution. I also share how emotional intelligence and genuine self-awareness actually build deeper, more trusting relationships, signaling to team members that professional development can be a non-linear path filled with exciting opportunities for innovation, self-improvement, and personal transformation.

If we check our egos, let go of our internalized perfectionism, and embrace the humility that comes with not having to get it 100% right all the time, we will start to see that being imperfect, modeling learning from mistakes in live time, and letting others know that we don’t always get it 100% right is the pathway to building trust, advancing relationships, unlocking creativity, and driving better outcomes.

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Through my own evolution as a business owner in recent years and then through watching my son evolve as an athlete recently, I’ve had the opportunity to personally and professionally consider how our culture's obsession with performance and winning consistently creates toxic narratives that tend to diminish our inherent human value. In this episode, I do a deep dive into separating self-worth from achievement - something I have had to work really hard on as someone who likes to achieve, achieve, achieve at every turn! I have found that when we let go of our ego and lead with an intentional combination of heart and heart and a healthy dose of self-compassion, we begin to own our inherent worth rather than constantly trying to earn it, allowing us to redefine our success in more fulfilling ways that extend far beyond traditional parameters.

I am hoping leaders—especially women who have been conditioned to prove their worth through constant high achievement—will find this episode liberating. This is an invitation to untie your self-worth from external validation and implement new strategies for developing a more curious, compassionate, growth-oriented mindset. 

As you consider how you judge yourself, how you judge others, and how you demonstrate a sense of self-worth to the world, I invite you to think about what would it be like if you disconnected your self-worth from winning, success, and high achievement at every turn. What would it be like if you knew you were innately worthy no matter how you performed? What would it be like if you could confidently walk onto the proverbial field without fear of peer judgment? And, if your life and/or work plays out on a field of constant judgment, what would it be like to find another field to play on?

This episode is an opportunity to challenge the traditional leadership paradigm by suggesting that true power comes not from constant winning, but from understanding our intrinsic value, supporting collective growth, and co-creating psychologically safe environments. My hope is that you'll see yourself—and your potential—through new eyes, unshackled from the damaging belief that your value is something to be constantly proven.  

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As you spend time within your team and organization ideating, creating, and growing, are you conscientiously co-creating a place where each person can participate fully with their best gifts? Is there enough safety and trust for people to take creative risks and ask seemingly silly questions? Have you created a culture where people feel safe to make mistakes?

An excerpt from an exhibition on place at the National Museum of African American History and Culture, Washington DC defines “place” as… “about geography - but also about memory and imagination. People make places even as places change people. Places are secured by individual and collective struggle and spirit. Place is where culture is made, where traditions and histories are kept and lost, where identities are created, tested, and reshaped over time.”

When we think about the places you co-create with those you lead, how are you creating a place with intentionality and sensitivity to the impact that place will have on all those who inhabit it? People make up a place and each person’s unique gifts, talents, and struggles make that place entirely unique. For a place to be secure enough to build culture and traditions, there must be a foundation where the basic needs of security and safety are met. People must have enough trust in this place and the people who inhabit it that they can show up without fear of judgment, criticism, or harm. From there, the people can co-create a place where members can connect with others over shared values, common goals, and a similar sense of meaning and purpose.

In this episode, we talk about the importance of place, the steps to take to establish place, and how to overlap and collaborate with other people in other places in mutually beneficial and ethical ways. 

Links and Resources Mentioned:

We love the sponsors that make this show possible! You can always find all the special deals and codes for all our current sponsors on our website: https://shamelessleadership.com/sponsor

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Shame can be a pervasive and isolating experience, but by examining your relationship with shame more closely, you can gain the tools to understand better and transform it. When you’re experiencing shame, it’s important to ask yourself a series of thoughtful questions designed to break down shame’s hold over you. These questions begin by addressing the specifics of a situation, identifying your feelings about the situation, and acknowledging the story you’re telling yourself about the situation. Recognizing the stories that fuel your shame can be the first powerful step toward reframing them in a way that aligns with your true values and goals.                      

When you challenge shame with curiosity, asking yourself, “What else is true in this situation?”, “What is mine to own here?”, and “What is not mine to own here?”, you can more accurately assess how you want to untangle your shame in order to move forward from it with valuable lessons learned. By considering both responsibility and release, you can find a path to emotional clarity and identify whether apologies or reconciliations might be necessary steps for growth. 

If you are carrying shame, it’s important to understand how it is holding you back and acknowledge how releasing it will free you. In this episode, you will learn how to rewrite your stories and reframe your narratives around shame in order to move forward with a more compassionate, supportive, and productive inner dialogue. Ultimately, reframing your shame and releasing its stronghold on you will allow you to be a more resourceful and resilient leader. 

We love the sponsors that make this show possible! You can always find all the special deals and codes for all our current sponsors on our website: https://shamelessleadership.com/sponsor

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