Courageous Careers: Finding Your Why Through Playfulness and Reflection with Tess Everingham

In this inspiring episode of Core and Commerce, host Perry Howell kicks off the new year with Tess Everingham—a high-profile career coach who has guided Perry through her own transformative journey from corporate to entrepreneurship. This workshop-style episode is all about reflection, manifestation, and creating a practical toolkit to help you take meaningful steps in your career in 2026. Tess shares her expertise on navigating career pivots, overcoming imposter syndrome, and building a life rooted in authenticity and courage. From the importance of finding your "why" to learning how to be playful with your career choices, Tess offers candid insights and actionable advice for anyone looking to create meaningful change in their life and work. Tune in for honest conversations about self-compassion, decentering anxiety, embracing playfulness, and why sometimes the best thing you can do is just remember who you are. Whether you're at a crossroads, feeling stuck, or ready to take the leap, this episode is your permission slip to get started. Chapters: Introduction to Tess Everingham (00:00) Perry's Journey to Career Clarity (02:49) The Power of Courage and Connection (04:45) When to Seek Career Coaching (15:10) Wrestling with the Unknown: Staying in the Struggle (17:52) Perry's Coaching Journey with Tess (20:27) Confronting the Beast: Honest Conversations (22:41) The Turning Point: Permission to Be Playful (24:36) Year-End Reflection: Questions to Ask Yourself (28:51) Career Coach vs. Therapist vs. Life Coach (32:18) Rapid Fire: Career Gaps and Networking Tips (34:46) Remember Who You Are: Overcoming Imposter Syndrome (37:43) Letters from Love and Self-Compassion (43:12) Book Recommendations for Reflection and Renewal (46:05) Looking Ahead to 2026 (49:00)   Core & Commerce is the space where ambition meets wellbeing. Hosted by Perry Howell, marketing leader, wellness founder, and media powerhouse - and inspired by her own journey of redefining success, balance, and health. Bringing realness to wellness, each episode goes deep in honest, unfiltered conversations with the founders, creators, and innovators moving the wellness world forward.   If you enjoy the show, subscribing, rating, and leaving a review makes a real difference. It helps the podcast reach new listeners and allows me to keep creating intentional conversations like this one.   Subscribe to Core & Commerce on all platforms: YouTube: https://www.youtube.com/@UCV1IYtabu3mc3SGxRDc5EiA Apple Podcasts: https://podcasts.apple.com/us/podcast/core-commerce/id1858299411 Spotify: https://open.spotify.com/show/4VO0pBexqGMMCNM3kXnafC?si=6Uk3WZRaSMy-s2wa2l5F4Q   Follow Core & Commerce: Instagram: https://www.instagram.com/coreandcomm/ TikTok: https://www.tiktok.com/@coreandcomm   Follow Perry Howell: Instagram: https://www.instagram.com/perryhowell/ LinkedIn: https://www.linkedin.com/in/perrymhowell/ Website: https://www.perryhowell.com/ TikTok: https://www.tiktok.com/@perryhowell_ ShopMy Episode Look: https://shopmy.us/shop/perryhowell Amazon Picks: https://www.amazon.com.au/shop/perryhowell?ref_=hype_hm_sf_e    Connect with Tess Everingham: LinkedIn: https://www.linkedin.com/in/tesseveringham/  Web: https://www.nextcoaching.com.au/tess-everingham