Re-Entering the Workforce after 50 with Executive and Career Coach Tammy Gooler Loeb episode artwork

EPISODE · Aug 26, 2025 · 34 MIN

Re-Entering the Workforce after 50 with Executive and Career Coach Tammy Gooler Loeb

from An Imperfectly Perfect Life with Shari Leid · host Shari Leid

Send us a text Returning to the workforce after years as a stay-at-home parent can feel like jumping into the deep end without knowing how to swim. Where do you even begin? How do you translate your life experience into marketable skills? And most importantly, who are you now compared to who you were when you last collected a paycheck?Executive coach Tammy Gooler Loeb joins us with transformative insights that flip the script on career transitions. Rather than seeing yourself as "starting over," Tammy encourages embracing everything you've done—including raising children—as valuable experience that shapes who you are today. The conversation dives deep into understanding your current values, creating a personal mission statement, and developing a three-tiered approach to job seeking that balances dreams with practical realities.We explore the surprisingly fuzzy boundaries of today's workplace, including navigating unexpected social dynamics that can catch midlife job-seekers off guard. Tammy shares wisdom on establishing clear boundaries while remaining authentic, and how to prepare for uncomfortable situations before they arise. The discussion reveals how the integration of work and personal life represents a significant shift from previous generations, offering opportunities for greater fulfillment when your career aligns with your overall life purpose.Perhaps most powerful is Tammy's reminder that the stories we tell ourselves fundamentally change our experiences. If you view yourself as "too old" or "inexperienced," these narratives will limit your opportunities. Instead, recognizing your unique value allows you to approach transitions with confidence in what you genuinely have to offer.Whether you're contemplating a return to work, facing unexpected life changes, or simply seeking greater alignment between your values and career, this conversation offers practical guidance rooted in self-understanding. Listen now to discover how working "from the inside out" creates the foundation for meaningful work at any life stage. To learn more about Tammy, purchase her book, "Work From The Inside Out" or learn about her podcast visit her website at: Tammygoolerloeb.com 🎥 Want to watch my journey? Subscribe on YouTube at youtube.com/sharileid  💌 And don’t forget to grab my free 52 Weeks of Connection email series—one weekly challenge to help you feel more connected and build real friendships as an adult. It’s free, simple, and you can unsubscribe anytime. Sign up at: https://zc.vg/ZDPo2 And if you’re ready to go even deeper,  learn more about my Flip the Box® LIVE - The Connection Conference and Flip The Box® Women's Retreat  at https://animperfectlyperfectlife.com/working-together To purchase my latest book, Table For 51, visit: https://a.co/d/cL7uYIy Let’s dive in—reinvention, real talk, and a whole lot of laughter start NOW! #animperfectlyperfectlife #sharileid #newbeginnings #theartofreinvention #lilfecoach #midlifecoach #selfhelp #livewithpurpose #divorce #tablefor51 #50statesproject #flipthebox #keynotespeaker #connectioncoach #belonging #creatingbelonging #keynotespeaker #relocation

Send us a text Returning to the workforce after years as a stay-at-home parent can feel like jumping into the deep end without knowing how to swim. Where do you even begin? How do you translate your life experience into marketable skills? And most importantly, who are you now compared to who you were when you last collected a paycheck?Executive coach Tammy Gooler Loeb joins us with transformative insights that flip the script on career transitions. Rather than seeing yourself as "starting over," Tammy encourages embracing everything you've done—including raising children—as valuable experience that shapes who you are today. The conversation dives deep into understanding your current values, creating a personal mission statement, and developing a three-tiered approach to job seeking that balances dreams with practical realities.We explore the surprisingly fuzzy boundaries of today's workplace, including navigating unexpected social dynamics that can catch midlife job-seekers off guard. Tammy shares wisdom on establishing clear boundaries while remaining authentic, and how to prepare for uncomfortable situations before they arise. The discussion reveals how the integration of work and personal life represents a significant shift from previous generations, offering opportunities for greater fulfillment when your career aligns with your overall life purpose.Perhaps most powerful is Tammy's reminder that the stories we tell ourselves fundamentally change our experiences. If you view yourself as "too old" or "inexperienced," these narratives will limit your opportunities. Instead, recognizing your unique value allows you to approach transitions with confidence in what you genuinely have to offer.Whether you're contemplating a return to work, facing unexpected life changes, or simply seeking greater alignment between your values and career, this conversation offers practical guidance rooted in self-understanding. Listen now to discover how working "from the inside out" creates the foundation for meaningful work at any life stage. To learn more about Tammy, purchase her book, "Work From The Inside Out" or learn about her podcast visit her website at: Tammygoolerloeb.com 🎥 Want to watch my journey? Subscribe on YouTube at youtube.com/sharileid  💌 And don’t forget to grab my free 52 Weeks of Connection email series—one weekly challenge to help you feel more connected and build real friendships as an adult. It’s free, simple, and you can unsubscribe anytime. Sign up at: https://zc.vg/ZDPo2 And if you’re ready to go even deeper,  learn more about my Flip the Box® LIVE - The Connection Conference and Flip The Box® Women's Retreat  at https://animperfectlyperfectlife.com/working-together To purchase my latest book, Table For 51, visit: https://a.co/d/cL7uYIy Let’s dive in—reinvention, real talk, and a whole lot of laughter start NOW! #animperfectlyperfectlife #sharileid #newbeginnings #theartofreinvention #lilfecoach #midlifecoach #selfhelp #livewithpurpose #divorce #tablefor51 #50statesproject #flipthebox #keynotespeaker #connectioncoach #belonging #creatingbelonging #keynotespeaker #relocation

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Re-Entering the Workforce after 50 with Executive and Career Coach Tammy Gooler Loeb

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This episode is 34 minutes long.

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This episode was published on August 26, 2025.

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Send us a text Returning to the workforce after years as a stay-at-home parent can feel like jumping into the deep end without knowing how to swim. Where do you even begin? How do you translate your life experience into marketable skills? And most...

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