From Classroom to Coaching: Jen Russell on Starting Over, Healthy Habits, and Embracing “Good Enough”

Taylor sits down with good friend and health & life coach Jen Russell for a grounded look at reinvention: leaving a 20-year education career, starting a coaching practice, and learning to choose joy over endless “optimization.” Jen demystifies what coaching actually is (and isn’t), how identity shifts stick, and why support beats going it alone. From there, Jen shares the curveball that changed everything—winning $$$ on Who Wants to Be a Millionaire?—and how “getting everything she wanted” exposed what really needed healing and became the catalyst for sobriety and a truer path. You’ll also hear her practical take on “manifesting”, why embracing strategic mediocrity frees up energy for what matters, and the role of nature, community, and scuba in keeping joy alive. If you’ve wondered whether it’s too late to start over—or how to change without losing yourself—this one’s for you. Follow Jen at jenrussellcoaching.com and @jenrussellcoaching on SocialsIf you enjoyed this episode, please follow, subscribe, leave a review, and share with someone who might appreciate this conversation!Follow us on Socials @whothepodcareswww.whothepodcares.comTheme song by: Carl Thiel