EP154: Why Andrew Cook Walked Away From A “Perfect” Career

EP155: What Happens When “Success” Stops Feeling Right with Meghan DeFord

On this episode of "Into the Unknown" What happens when the career you worked so hard to build no longer feels aligned with the life you actually want? In this deeply honest and thought-provoking conversation, Meghan DeFord shares her journey from higher education fundraising and leadership into entrepreneurship, executive coaching, and building a business rooted in authenticity, impact, and connection. From navigating divorce and unexpectedly losing her job during the pandemic to finally trusting herself enough to take the leap into something new, Meghan opens up about the emotional realities of reinvention, identity shifts, and learning to stop living for external expectations. If you’ve ever felt the quiet pull toward a different path — even when everything in your life looks “fine” on paper — this episode will leave you reflecting on what success truly means for you. Jeremy and Meghan also dive into the unexpected life lessons that sports, storytelling, and human connection can teach us about leadership, trust, and resilience. From their shared backgrounds in rugby to conversations around curiosity, values, career pivots, and building a life that feels aligned instead of performative, this episode is filled with moments that are both deeply relatable and genuinely inspiring. You’ll walk away thinking differently about fear, fulfillment, and the courage it takes to trust yourself before you know exactly what comes next. Follow Us:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram @Pod.IntotheUnknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/pod.intotheunknown]⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook - Into the Unknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.facebook.com/pod.intotheunknown] Follow Meghan DeFord: Website: https://megdeford.com [https://megdeford.com] Instagram: https://www.instagram.com/megdeford/ [https://www.instagram.com/megdeford/] TikTok: https://www.tiktok.com/@megdeford [https://www.tiktok.com/@megdeford] Threads: https://www.threads.com/@megdeford [https://www.threads.com/@megdeford] Are you looking to start a podcast? Check out my free "Jump Start to Podcasting Guide" or reach out!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Here!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://mailchi.mp/swickmedia/x1dfga8wke]

EP154: Why Andrew Cook Walked Away From A “Perfect” Career

On this episode of "Into the Unknown" Jeremy sits down with entrepreneur and podcast host Andrew Cook for a conversation about burnout, reinvention, and the moment success no longer feels aligned. After building businesses from a young age and climbing a promising career path in accounting and wealth management, Andrew found himself facing a question many people avoid asking: what happens when the life you worked for no longer feels like the life you want? What followed was a decision that would completely reshape his future. Together, they dive into entrepreneurship, identity, podcasting, personal growth, and the fear that comes with stepping into the unknown before you feel fully ready. Andrew opens up about building a business at 12 years old, navigating intense burnout, leaving behind stability, and why betting on yourself can feel both terrifying and necessary at the same time. This episode is a reminder that fulfillment rarely comes from following someone else’s blueprint — and that sometimes the biggest opportunities begin the moment you’re willing to let go of what no longer fits. You may walk away rethinking success, risk, and what it really means to build a life that feels true to you. Follow Us:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram @Pod.IntotheUnknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/pod.intotheunknown]⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook - Into the Unknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.facebook.com/pod.intotheunknown] Follow Andrew Cook: LinkedIn: https://www.linkedin.com/in/andrew-cook-cpa/ [https://www.linkedin.com/in/andrew-cook-cpa/] YouTube: https://www.youtube.com/channel/UC2Ef6vaqQSfpmrSQ4-8gzKw [https://www.youtube.com/channel/UC2Ef6vaqQSfpmrSQ4-8gzKw] Are you looking to start a podcast? Check out my free "Jump Start to Podcasting Guide" or reach out!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Here!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://mailchi.mp/swickmedia/x1dfga8wke]

EP153: Sergeant Stubby: The Stray Dog Who Became a WWI Hero

On this episode of "Into the Unknown" Sergeant Stubby wasn’t supposed to become a war hero. He started as a stray dog wandering the streets of New Haven, Connecticut — until one unexpected encounter with American soldiers changed history forever. We dive into the unbelievable true story of the dog who went from camp mascot to one of the most decorated war dogs of World War I. But what made Stubby so extraordinary, and why does his legacy still resonate more than a century later? From warning soldiers about deadly gas attacks to capturing a German spy on the Western Front, Sergeant Stubby became far more than a companion to the troops fighting overseas. His courage, loyalty, and instinct saved lives during some of the most dangerous moments of the war, earning him national recognition and a place in American history. This episode explores how one small stray dog became a symbol of bravery, resilience, and the unbreakable bond between soldiers and the companions who stood beside them in the darkest moments of war. You may never look at heroism the same way again. Follow Us:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram @Pod.IntotheUnknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/pod.intotheunknown]⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook - Into the Unknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.facebook.com/pod.intotheunknown] Are you looking to start a podcast? Check out my free "Jump Start to Podcasting Guide" or reach out!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Here!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://mailchi.mp/swickmedia/x1dfga8wke]

EP152: What Happens When You Finally Ask for Help with Fred Garlington

On this episode of "Into the Unknown" Jeremy Swick sits down with Fred Garlington for a conversation about leadership, grief, mental health, entrepreneurship, and what it really means to build a life aligned with who you are. From navigating career pivots and helping founders scale strategically to opening up about the sudden loss of his father, Fred shares the experiences that reshaped both his personal life and professional philosophy. Together, they unpack the importance of surrounding yourself with the right people, learning to ask for help, and understanding that true leadership often starts with vulnerability. Fred also dives into the growing world of fractional leadership, the hidden cost of burnout, and why so many high performers struggle to separate their identity from their work. This episode is a powerful reminder that success is not just about building businesses — it’s about building a meaningful life outside of them too. Whether you're an entrepreneur, leader, creative, or someone navigating uncertainty, this conversation will leave you rethinking growth, resilience, and the courage it takes to step into the unknown. Follow Us:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram @Pod.IntotheUnknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/pod.intotheunknown]⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook - Into the Unknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.facebook.com/pod.intotheunknown] Follow Fred Garlington: LinkedIn: www.linkedin.com/in/fredgarlington [www.linkedin.com/in/fredgarlington] My FREE 15-point Ops Leader Readiness Checklist: https://zeropointcreations.com/survey/ [https://zeropointcreations.com/survey/] Are you looking to start a podcast? Check out my free "Jump Start to Podcasting Guide" or reach out!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Here!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://mailchi.mp/swickmedia/x1dfga8wke]

EP151: Tamika Taylor & Jeremy Swick On Podcasting, Connection & Creating Opportunity

On this episode of "Into the Unknown" What happens when a sports historian, podcast producer, and master connector sits down with one of his closest friends for an unfiltered conversation about storytelling, relationships, and building opportunities from the ground up? In this episode, Tamika Taylor sits down with Jeremy Swick — also known as “Sumo” — to talk about his journey from working at the Pro Football Hall of Fame and College Football Hall of Fame to launching Swick Media and helping creators bring their podcast dreams to life. Together, they dive into the power of authentic networking, trusting the process, creating meaningful connections, and why sharing your story matters more than ever. Throughout the conversation, Jeremy shares behind-the-scenes stories from working with legendary athletes, lessons learned from building relationships that changed his career, and how podcasting can become a powerful tool for impact, community, and personal growth. This episode is filled with humor, heart, Wisconsin nostalgia, and real insight into what it takes to create opportunities by simply showing up authentically. You’ll walk away thinking differently about connection, creativity, and the courage it takes to step into the unknown. Follow Us:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram @Pod.IntotheUnknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/pod.intotheunknown]⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook - Into the Unknown⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://www.facebook.com/pod.intotheunknown] Follow Tamika Taylor: Facebook: https://www.facebook.com/thetamikataylor2 [https://www.facebook.com/thetamikataylor2] Instagram: https://www.instagram.com/thetamikataylor [https://www.instagram.com/thetamikataylor] YouTube: https://www.youtube.com/channel/@saymorewordspodcast [https://www.youtube.com/channel/@saymorewordspodcast] TikTok: https://www.tiktok.com/@the_tamikataylor [https://www.tiktok.com/@the_tamikataylor] Website: https://evolutioncollective.co/ [https://evolutioncollective.co/] Are you looking to start a podcast? Check out my free "Jump Start to Podcasting Guide" or reach out!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Here!⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ [https://mailchi.mp/swickmedia/x1dfga8wke]