Catherine Robert, educator, researcher, and host of the Fearless Careerist podcast, takes us on her career journey: contract bookkeeper, small-business CFO, oil services accountant, middle school registrar, drama and English teacher, school administrator, HR, tenured professor, and now writer. She was great at accounting, but it never felt like a vocation. Then she took a job at her daughter’s school and found her people: middle schoolers. We reflect on why kids that age keep showing up in a different outfit (they’re “literally just hatched out of a little shell,” trying on new selves to see what fits), the five-minute hallway passing period that showed her how much a kid carries between classes, and why those years are “a critical time for people to become people.” Catherine shares what her research says about why people stay in the jobs that pay the least, the “career drift” many of us go through, and why the linear career path is dead. Her question now: once we’re adults, “Where’s our career services?” We get into how kids learn to think when an answer is always one click away, how she taught eighth graders to figure out how they learn best, and why it’s time to rethink a system where “we’ve assessed kids to death and not much has changed.” Catherine shares what fielding 800 requests a day as a school administrator taught her about being human, and the idea from her doctoral studies that changed how she approaches policymaking. She isn’t here to tell you to quit. “So many people live their lives in quiet desperation,” she says. If you’re ten years into the same job and ready for a change, she offers a way to think it through, so you can feel good about the decision, whether you go or stay. If you’ve ever been great at a job that never felt like yours, wondered whether to stay or go, or are trying on a new self to see if it fits, this one’s for you. Look for Fearless Careerist, the book, coming in spring 2027. Fearless Careerist on YouTube: https://www.youtube.com/@FearlessCareerist Find Catherine: Website: https://catherinerobertedd.com/ LinkedIn: https://www.linkedin.com/in/catherine-robert-823801212/ Instagram: https://www.instagram.com/crobert903/ Facebook: https://www.facebook.com/profile.php?id=61560439627250