967: LEADERSHIP STORIES: 5 Lessons I’ve Learned in 50 Years episode artwork

EPISODE · Nov 25, 2025 · 26 MIN

967: LEADERSHIP STORIES: 5 Lessons I’ve Learned in 50 Years

from Shameless Leadership · host Sara Dean

I recorded this episode on the eve of my 50th birthday.  I’m writing this show description at 6:23am on the morning of my 50th birthday.  50 feels weird.  Maybe because for the first 48ish years of my life, it felt one million years away.  Then, suddenly it’s just… here…  For the past few months, people have been asking me what I plan to do to celebrate this monumental birthday and it’s felt overwhelming to decide on one thing.  I feel this pressure to make the BEST choice because I’ll always remember whatever I choose.  Therefore, it must be super special and memorable.  That’s just too much pressure.  To date, I’ve made no decisions.  I don’t know how I’m celebrating. I guess I’ll have to keep you posted in that arena.   Instead of making the perfect birthday plan, I’ve been thinking about what 50 means.  I have a few thoughts about this milestone and the apparent wisdom everyone says women unlock at this age.  In fact, I was sitting with a multigenerational group of people last week and laughing about how at every new age milestone (20, 30, 40, 50, etc.) we think we “finally” have it all figured out.  However, I think the older I get, the more I realize there is so much more to still figure out.  That actually feels really exciting.  In this episode, I’m sharing 5 things I’ve figured out so far.  But, honestly, I’m so excited to uncover so many new learnings in the years and decades to come!  Today, I’ll share the major lesson my 13-year-old keeps reminding me (that is as profound as 6-7), how I’m embracing messiness and the “worst” parts of myself, what I’m protecting most, and where I’m mining for magic.   THANK YOU to you for listening to the show and being a significant part of my life.  10 years ago, on the morning of turning 40, I had no idea I would launch a podcast that would be approaching 10 years and 1,000 episodes.  In fact, at this time 10 years ago, I was just starting to think about, “maybe I’ll do a podcast… someday….”  It’s an honor to be in your ear.  Thank you for listening, sharing, and making my work feel meaningful.  Meaningful work has always been and always will be one of the very best parts of my life.  I couldn’t do it without you.  Links Mentioned: Join me for Shameless Rising, a 2-part workshop series to release the noise, reclaim your voice, and reignite your vision in 2026: saradean.com/rising [OPEN ENROLLMENT] Join Sara’s Aligned Leadership Incubator: saradean.com/aligned Hire me to speak: saradean.com/speaking Coach with me: https://saradean.com/executive-coaching-services Connect with me 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

I recorded this episode on the eve of my 50th birthday.  I’m writing this show description at 6:23am on the morning of my 50th birthday.  50 feels weird.  Maybe because for the first 48ish years of my life, it felt one million years away.  Then, suddenly it’s just… here…  For the past few months, people have been asking me what I plan to do to celebrate this monumental birthday and it’s felt overwhelming to decide on one thing.  I feel this pressure to make the BEST choice because I’ll always remember whatever I choose.  Therefore, it must be super special and memorable.  That’s just too much pressure.  To date, I’ve made no decisions.  I don’t know how I’m celebrating. I guess I’ll have to keep you posted in that arena.   Instead of making the perfect birthday plan, I’ve been thinking about what 50 means.  I have a few thoughts about this milestone and the apparent wisdom everyone says women unlock at this age.  In fact, I was sitting with a multigenerational group of people last week and laughing about how at every new age milestone (20, 30, 40, 50, etc.) we think we “finally” have it all figured out.  However, I think the older I get, the more I realize there is so much more to still figure out.  That actually feels really exciting.  In this episode, I’m sharing 5 things I’ve figured out so far.  But, honestly, I’m so excited to uncover so many new learnings in the years and decades to come!  Today, I’ll share the major lesson my 13-year-old keeps reminding me (that is as profound as 6-7), how I’m embracing messiness and the “worst” parts of myself, what I’m protecting most, and where I’m mining for magic.   THANK YOU to you for listening to the show and being a significant part of my life.  10 years ago, on the morning of turning 40, I had no idea I would launch a podcast that would be approaching 10 years and 1,000 episodes.  In fact, at this time 10 years ago, I was just starting to think about, “maybe I’ll do a podcast… someday….”  It’s an honor to be in your ear.  Thank you for listening, sharing, and making my work feel meaningful.  Meaningful work has always been and always will be one of the very best parts of my life.  I couldn’t do it without you.  Links Mentioned: Join me for Shameless Rising, a 2-part workshop series to release the noise, reclaim your voice, and reignite your vision in 2026: saradean.com/rising [OPEN ENROLLMENT] Join Sara’s Aligned Leadership Incubator: saradean.com/aligned Hire me to speak: saradean.com/speaking Coach with me: https://saradean.com/executive-coaching-services Connect with me 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

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967: LEADERSHIP STORIES: 5 Lessons I’ve Learned in 50 Years

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The Uncaged Pod Jess MacMillan The Uncaged Pod is the podcast for bold, soul-led women who are ready to break free from the cages of perfectionism, people-pleasing, and limiting beliefs. Hosted by Jess MacMillan, mama, keynote speaker, and women's empowerment advocate, this show delivers raw conversations, powerful insights, and unapologetic truths that will inspire you to reclaim your voice, rewrite your story, and rise with unstoppable confidence.Each week, Jess and her guests dive into topics around leadership, personal growth, entrepreneurship, and motherhood, offering real-life strategies, soulful reflections, and empowering stories to help you lead, live, and love uncaged.Whether you're an entrepreneur, a creative, or a woman who’s remembering who she really is, The Uncaged Pod is your invitation to step into your power and live life on your own terms. Explicit Real Construction Talk Compass Leadership Real Construction Talk is a podcast for leaders in the construction industry. The truth is that "as the leader goes, so goes the company." RCT's goal is to open dialog about what really happens on the job site and in the office to help owners and leaders grow, deal with hard situations and fix leadership problems. More info on RCT can be found at http://www.realconstructiontalk.com and is powered by Compass Leadership LLC: http://www.compassleadership.coach. Explicit Studio SheEO Rachael Novak Entrepreneur, successful real estate team leader, mom of 3 and overall life enthusiast Rachael Novak discusses & guides conversations through topics like leadership, lifestyle, business and personal badassery. Her mission is to help growth-minded women evolve into the next iteration of their own personal & professional mastery, whether an intra- or entrepreneur. Listen in to her frameworks around taking ownership and become the CEO, or SheEO, of your life. Explicit All Innovation Dante McClain & Keenan Hart All Innovation is the podcast where groundbreaking ideas meet transformative technology. Hosted by Dante McClain and Keenan Hart, we explore the intersection of thought leadership and tech innovation, featuring stories from visionaries shaping the future.From bold concepts in leadership and creativity to breakthroughs in AI, wellness, and beyond, each episode uncovers the ideas and tools redefining how we think, work, and live. Perfect for curious minds, tech enthusiasts, and forward-thinking leaders, All Innovation delivers conversations that inspire and challenge the way you see the world.Join Dante and Keenan to push the boundaries of thought and technology—one episode at a time. Explicit

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This episode was published on November 25, 2025.

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I recorded this episode on the eve of my 50th birthday.  I’m writing this show description at 6:23am on the morning of my 50th birthday.  50 feels weird.  Maybe because for the first 48ish years of my life, it felt one million years away.  Then,...

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