The Unstuck Career

Send us Fan Mail This week, we tackle a myth that keeps too many professionals stuck in place: the belief that you’re “too old” to change careers, go back to school, or start over. Have you ever caught yourself thinking that you’ve missed your chance or that it’s simply too late? I open up about the real fears behind this mindset—including my own hesitation about pursuing a master’s degree and the...

Send us Fan Mail This week, I sit down with Jon for a raw, relatable conversation about the uneasy tension between career success and personal fulfillment. Jon opens up about what it’s really like to be a top performer in digital advertising sales—crushing quotas, earning well, and working with smart colleagues—yet feeling that nagging sense something’s missing at the end of each day. We break dow...

Send us Fan Mail Do you constantly put things off until you finally “feel ready”? This week’s episode tackles the myth of ever being 100% ready before making a big move in your career or life. I open up about my own struggles with procrastination and perfectionism, sharing why waiting to feel ready is actually just another form of staying stuck. From the hesitation to start a new workout routine t...

Send us Fan Mail This week, I sit down with Clint, a relentless dreamer who ditched stability for a shot at building something meaningful. Ever wonder what it really takes to reinvent your life after 50? Clint shares his raw, honest story: selling a thriving business, moving cross-country, and discovering that changing your zip code doesn’t change your patterns. We unpack the moment he realized ch...

Send us Fan Mail This week on Unstuck Career, we tackle the paralyzing fear of making the “wrong” decision—a mindset that leads so many smart professionals into analysis paralysis and a life they never truly chose. I share the all-too-relatable ice cream saga (yes, Chocoholic Chunk is still the star!), showing how second-guessing, detours, and even dead ends aren’t proof that you made a bad choice...

Send us Fan Mail This week, we're joined by Michael, whose journey is a masterclass in perseverance through radical change. From life on submarines and a dream engineering career to surviving a ruptured brain AVM that wiped out most of his memory, Michael’s story will grab you from the first minute. He opens up about what it’s really like to relearn everything—walking, thinking, and even basi...

Send us Fan Mail This week, we’re tackling one of the scariest—yet most liberating—moves you’ll ever make in your career: finding the courage to quit when you know it’s time. Are you living with that nagging voice that says, “Something has got to change”? I open up about my own struggles with the decision to leave a job that no longer fit, sharing what it really felt like to write my resignation,...

Send us Fan Mail What if you could keep your 9-to-5 and still build something deeply meaningful on the side? In this episode, I sit down with Mateo Platsidakis, the founder of The Forward Kind, to talk about what it means to chase “more” out of life without blowing up everything you already have. Mateo’s story is one so many of us can relate to—a job he enjoys, but a sense that something important...

Send us Fan Mail This week, we challenge one of the biggest myths out there—the idea that a traditional job is supposed to make you feel safe and secure. Have you ever caught yourself thinking, “If I just made more money, then I’d finally feel safe”? I unpack why that sense of security you’re searching for will never come from your job title, paychecks, or even the size of your bank account. We’ll...

Send us Fan Mail This week, I sit down with Shruti, a fellow coach, to explore what really happens when you're handed an unexpected chance at a fresh start. Shruti opens up about her abrupt transition from IT operations—13 years strong—to making coaching her full-time pursuit after getting laid off. She shares the vulnerable truth about ignoring her mental health for over a decade, the stigma...

Send us Fan Mail Feeling lost or uncertain in your professional life? You’re not alone. In this episode of Unstuck Career, Ken Williams explores the concept of “career confusion”—that nagging realization that your current path might not be what you truly want. Drawing from his own winding journey through roles in sales, HR, and sixteen years at FedEx, Ken Williams shares personal stories and hones...

Send us Fan Mail This week, I’m joined once again by Dave, whose leap from a high-powered executive role to founder of his own watch brand is nothing short of inspiring. Ever wonder what it’s like to step away from the “security” of corporate life—migraines and all—to chase a dream you never put on the front burner? Dave takes us inside his journey, from anxiety-ridden 4am wakeups and endless inte...

Send us Fan Mail In today’s episode, we’re tackling a question many wrestle with: Is it too late to make a change? After decades in corporate jobs, I faced this same crossroad myself and discovered it’s never too late to pursue work that aligns with your true goals. Whether you’re in your 30s, 40s, 50s, or beyond, age and shifting economic landscapes don’t have to hold you back. Today, I’ll debunk...

Send us Fan Mail This week on Unstuck Career, I sit down with Drew, a hot sauce entrepreneur whose inspiring journey is anything but ordinary. You might have seen him on the Kelly Clarkson Show or blowing up on TikTok, but what you haven’t heard is how a school project and a “bad grade” launched a multi-thousand-bottle business—all started to prove a point, and powered by Drew’s mission to support...

Send us Fan Mail In today's Friday Focus episode, Ken dives into one of the biggest barriers holding professionals back: the comfort of playing it safe. As the landscape of jobs and industries shifts—thanks to changing economies, new technologies, and unexpected policy changes—the old promise of security from a steady job no longer holds true. Ken shares personal insights and real conversatio...

Send us Fan Mail This week, we get real about money mindsets with returning guest Karen Thomas, the Surefire Income Guru, whose motto—“a better life is a choice”—guides this candid conversation. We crack open the hidden limiting beliefs around money that so many of us carry without recognizing how they quietly shape our earning, spending, and sense of possibility. Karen shares her personal story o...

Send us Fan Mail Have you ever found yourself stuck in a job you know isn’t right, but can’t seem to leave? You’re not alone. In this episode, Ken dives deep into the surprising reasons why smart, capable professionals often stay in roles they dislike. From the traps of overthinking and the drive for safety, to seeking approval or drifting without commitment, we'll unpack some behavioral patt...

Send us Fan Mail This week on Unstuck Career, I sit down with Corey Holzer, who’s right in the thick of a huge career pivot: taking the leap from a long military career into the private sector. We dig into his personal journey and the real, raw emotions that come with leaving behind the familiar—even when you know it’s time. Corey shares what first drew him to military service in the wake of 9/11,...

Send us Fan Mail Welcome back to Unstuck Career! In this episode, Ken dives into that nagging question so many professionals face: What do you do when you aren't sure what you want from your career? Are you stuck settling for a life you never chose, repeating the same old patterns, or feeling frustrated that your career ladder seems to be leaning against the wrong wall? You're not alone....

Send us Fan Mail This week, we welcome Connor Laurent to the show for a conversation about carving your own path when the traditional rules of career advancement just don’t fit. From day one in finance, Connor has been guided not by a rigid ladder, but by a mindset of treating every job like a subway stop. Sometimes it’s uncomfortable, sometimes surprising, and there’s always an opportunity for le...

Send us Fan Mail Have you ever looked up from the daily grind and realized your career ladder is leaning against the wrong wall? In this episode of Unstuck Career, Ken dives into what happens when the career you have isn’t the one you truly chose—or wanted. If the phrase “something has got to change” keeps echoing in your mind, this episode will resonate. We'll explore how to recognize when y...

Send us Fan Mail This week on Unstuck Career, I sit down with the remarkable Sarah Ausby for a raw and inspiring conversation about what it really takes to rebuild, reinvent, and get “unstuck”—even when life pushes you out of your comfort zone. Sarah doesn’t just talk about career pivots; she’s lived them. From being involuntarily released from her job after a series of personal losses, to experie...

Send us Fan Mail If you've ever felt frustrated or stuck after trying—and failing—to achieve SMART goals, you're not alone. This week on Unstuck Career, Speaker A dives into why SMART goals might actually be holding you back and why it's not your fault if they haven’t worked for you. We’ll explore the origins of the SMART framework, why it was designed for businesses—not individuals...

Send us Fan Mail This week, we’re joined by Sarah Bonello, a remarkable guest who took the leap from a well-trodden corporate path to adventure and fulfillment on a Hawaiian farm. Ever wondered what it’s like to walk away from the “safe” route of a consulting career, sell your car, and drop the cubicle life for organic macadamia nuts on the Big Island? Sarah shares her refreshingly honest journey,...

Send us Fan Mail Do the "Sunday scaries" set in before the work week even starts? You're not alone—and this feeling isn't a death sentence, but a signal that something needs to change. In this episode of Unstuck Career, Ken Williams challenges the unwritten "rules" we've inherited about work, stress, and career dissatisfaction, and reveals how these beliefs can s...