Shameless Leadership

923: LEADERSHIP TIPS: Should I Stay or Should I Go?


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“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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Shameless LeadershipBy Sara Dean

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