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Feeling stuck in a “good” job, wondering if it’s time for a mid-career change or career reinvention? This episode will help you reclaim your career, rethink career risk, and decide when playing it safe is actually holding you back. In this episode of Daring to Leap, host Loree Philip sits down with author and career consultant Jessica Galicia to unpack why playing it safe might be the biggest career risk you’re taking — especially in mid-career. Jess shares her story of leaving a successful 15-year corporate career at companies like Apple, Bain, and Siemens and how she learned to reclaim her career, bet on herself, and redefine what success looks like. You’ll also hear powerful insights from the women she interviewed for her book, Leap: Why It’s Time to Let Go to Get Ahead in Your Career. If you’re a mid-career professional, especially a high-achieving woman, who feels stuck, burned out, or out of alignment with your current path, this conversation will help you rethink risk, listen to your intuition, and start a more fulfilling career chapter. In this episode, we cover: The moment Jess realized her “shiny” corporate career wasn’t aligned anymore How motherhood and identity shifts can spark career reinvention Why your leap doesn’t have to be dramatic (the power of a “test and learn” approach) How to redefine risk so staying stuck doesn’t feel safer than changing Letting go of “shoulds” and other people’s definitions of success The skill of career reinvention and why it’s essential in today’s economy Practical ways to turn up the volume on your inner voice and intuition A simple career strategic planning ritual (quarterly 90-minute check-ins) you can start now Chapters: 00:00 – Intro 03:16 – Motherhood, Identity & the Mid-Career Crossroads 05:16 – Rethinking the “Leap”: A Test-and-Learn Approach to Career Change 09:21 – Letting Go of “Should” & Redefining Career Success on Your Terms 15:23 – Melinda’s Story: From Coveted Surgeon Role to Health Tech Leader 20:52 – Why Playing It Safe Is the Biggest Career Risk in Today’s Job Market 29:12 – “I Know This Isn’t It” – How to Hear What You Really Want Next 35:09 – A Simple Quarterly Career Strategy to Reclaim Your Career Connect with Jessica: https://www.reclaimyourcareer.co About Daring to Leap Hosted by Loree Philip, Daring to Leap is where real conversations meet real growth. We help you find the confidence to take bold leaps, redefine success, and create a career + life that truly fit you. #careerchange #midcareer #womeninbusiness #careerreinvention #DaringToLeap