The Unstuck Career

Send us Fan Mail

This week, we dig into the overwhelm of decision-making in a world packed with endless information and opinions. Have you ever found yourself paralyzed by choices, unsure if you’re picking the right path or just following what others expect? I share a late-night conversation with my 19-year-old son, as he wrestles with whether to pursue art, psychology, or sign language, all while everyone—from managers to friends—weighs in with their own advice.

You’ll get a front-row seat as we unpack the real reason so many of us stay stuck: We focus on trying to make the “perfect” decision when, in reality, sometimes there is no decision to make just yet. I’ll walk you through the powerful questions I asked my son (and use with clients) to help cut through the noise and clarify what really matters. The biggest lesson? You don’t need to have the full picture or all the answers to start making progress toward the life you want.

If you’ve been feeling pressure to choose right now or are lost in a sea of options, this episode will show you how to take meaningful steps forward, even when certainty is out of reach. Want to connect? Head over to unstuckcareer.com.

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

Send us Fan Mail

This week, I sit down with Andrea, a master of joy and transformation who turned life’s setbacks into a thriving singing telegram business. Ever wondered what it takes to move from playing small to leaving a lasting impact? Andrea shares how a major life change led her to follow her creative spark, start “Singagram” in the heart of the pandemic, and bring unforgettable celebrations to people in both the virtual and real worlds.

We unpack the courage it takes to break free from the “follow the rules” mentality and step into your own spotlight. Andrea reveals the deeper why behind her work: helping people feel truly seen and heard, whether it’s through a personalized song, a quirky costume, or even a children’s book. Hear the moving stories that remind us all why playing big with our own talents is never selfish—it’s a gift the world deeply needs.

Ready to trade old narratives for your next bold chapter? You’ll find inspiration in Andrea’s journey and pick up practical wisdom for making your own impact. Find on TikTok at https://www.tiktok.com/@singagramcentralva

Her book is on Amazon: https://www.amazon.com/gp/product/B0CXBQP9QM

Want to connect with Ken? Head over to unstuckcareer.com.

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

Send us Fan Mail

This week, we're tackling a question that’s been haunting so many of us: Is fear really about not knowing something, or is it about not truly knowing yourself? If you’ve ever caught yourself thinking, “Something’s got to change—I can’t keep doing this,” you’re in the right place. I open up about my own journey dealing with fear, from stumbling through podcast recordings with my cat as a surprise guest, to agonizing over what people (and yes, even my mom) would think when I took the leap into coaching and entrepreneurship.

You’ll hear the unexpected ways confidence—and more importantly, identity—shape how much fear controls your life and career. I share hard-earned lessons on learning not to anchor your self-worth to anyone else’s opinion, even the people you love most. We dig into why other people’s judgments don’t define who you are, how to untangle your sense of self from your job title or others’ expectations, and the liberating realization that your gifts exist regardless of outside approval.

If you’re tired of opinions holding you back from the work and life you really want, this is your invitation to start building the confidence that comes from within. Let’s help you become unstuck and finally unstoppable—because your worth isn’t up for debate. Ready to take the next step? Connect with me at unstuckcareer.com

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

Send us Fan Mail

This week on Unstuck Career, I sit down with Maria, aka “the Spicy Chef,” for a raw, honest conversation about what it really takes to leap out of a toxic work environment and into the unknown. Maria shares her journey from feeling trapped as an executive chef—even when she was “winning” by all traditional measures—to boldly starting her own hot sauce business and food consulting practice. If you’ve ever felt stuck in a job because of the paycheck or because you’re afraid of the unknown, Maria’s story will resonate.

You’ll hear what it was like for Maria to walk away from a role that was both financially rewarding and emotionally draining, and how she went from questioning her own voice to embracing the courage it took to start over. We talk about the ugly, imperfect “first steps” of entrepreneurship, why having supportive partners matters more than you think, and why perfection isn’t a requirement for success—starting before you’re ready is. Maria also drops her favorite mantra: “there is no one silver bullet, just a thousand golden BBs,” and shares practical advice for anyone feeling invisible or afraid to act.

If you want inspiration to get unstuck and proof that you don’t have to be special to make a major change, this episode is for you. Want to taste Maria’s hot sauces or learn more? Check out mariashotsauce.com to order online and follow her spicy journey.

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

Send us Fan Mail

This week, we break down one of the most misunderstood roadblocks in your career: the fear of failure. But here’s the twist—what if it’s not really failure you’re afraid of? I challenge the “fear of failure” myth and reveal the deeper anxiety that keeps so many of us from making bold career moves. (Hint: it’s about other people knowing you didn’t succeed.)

You’ll hear why the real fear might be about being seen as incompetent or about inviting criticism—especially from yourself, not others. I open up about my own stumbles, from unedited podcast mishaps (cat and all) to struggling through countless attempts while learning to fly an airplane, to show you how almost everyone is actually supportive when you take risks. We’ll talk about the subtle sabotage that happens when you worry what others might think, and I’ll share how reframing that fear can open up more possibilities than you ever expected.

If you’re tired of letting self-doubt hold you back and want practical insight into reframing fear, tune in for a refreshing take that will get you moving forward again. Interested in becoming unstuck and unstoppable? Let’s connect at unstuckcareer.com

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

Send us Fan Mail

This week on Unstuck Career, I sit down with Matt, who shares his powerful journey from burnout in a niche, soul-draining job to truly thriving in a role where growth and fulfillment are finally possible. We unpack what it feels like when every day at work is just “going through the motions,” how the constant repetition and stress can creep into your home life, and how Matt reached the turning point that led him to choose something radically different for himself and his family.

You’ll hear how Matt overcame the anxiety that comes with making a major career pivot—especially with a family depending on him. We talk about why the doom-and-gloom stories about the job market aren’t always true, the hidden opportunities that are closer than you think, and his surprising leap into sales after a background in coaching. Matt shares what it’s really like to grow with a company that actively invests in your development, and how reconnecting with people, rather than pushing products, has changed everything for him.

Ready to rethink what’s possible for your own career? This conversation will leave you with strategies to separate work from home, discover overlooked opportunities, and shift your mindset from overwhelmed to empowered. Want to get in touch or learn more about Matt? Reach out to him on LinkedIn at https://www.linkedin.com/in/matt-white-1463b31a7/

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

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 realization, at age 55, that it was time to reclaim ownership of my career.

We dig into some powerful truths: the time will pass anyway, and you’ll always be faced with the choice—stay where you are, or use that time to build the skills and experiences you actually want. I’ll share the classic wisdom about planting a tree, and why today is always the second best time to start something meaningful (the best time, of course, was years ago). Learn how regret can become your constant companion if you continue letting fear of age dictate your decisions.

If you’re ready to stop letting statistics, history, or other people’s opinions keep you from making a change, this week’s episode is for you. Take charge of your career and life—don’t let bosses, partners, or even time itself be in the driver’s seat. Want to connect or need support to become unstuck and unstoppable? Head over to unstuckcareer.com to learn more.

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

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 down the “golden handcuffs” dilemma: what happens when the perks of your job keep you stuck, even as you wonder if you’re settling for less than you deserve.

We dig into the creative side hustles and big dreams Jon has chased, from stand-up comedy and aviation to building trivia empires on Instagram. Along the way, we tackle the all-too-common story of talking ourselves out of what we want, and what it would mean to finally live life on your own terms. You’ll hear candid reflections on why fulfillment can be elusive—whether it’s the disconnect of selling intangible products or letting AI automate the joy out of passion projects.

If you’re wrestling with whether “this is it” or dreaming about a more meaningful path without blowing up your life, Jon’s story is proof you’re not alone. Tune in for practical inspiration, and if you want to connect, you can reach out to Jon on LinkedIn: https://www.linkedin.com/in/jonbeardslee/

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

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 to the much bigger leap of making a career pivot, we explore the real reason we freeze: we’re trying to predict the future—and that’s impossible.

You’ll hear why “ready” isn’t a feeling at all, but a decision—a simple, powerful shift that can set you in motion immediately. I lay out the practical formula: decide you’re ready, then take action. We get real about what finally pushed me to act after years of living someone else’s vision for my life, and why the decision to change is always available right now.

If you're tired of waiting for a sign or the perfect moment, this is the push you’ve been searching for. Discover how to break the cycle and finally move toward what you want. Ready to connect and get unstuck? Head over to unstuckcareer.com.

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck

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 chasing his dreams meant taking real ownership, not just making excuses or waiting for the “perfect time.”

You’ll hear how Clint faced the scary crossroads of leaving a job, confronting waves of doubt, and turning failure into the launchpad for his next act. From wrestling with the voices of naysayers to learning how to separate love-driven advice from fear, Clint’s journey will hit home if you’ve ever thought, “I’m too old,” or "That won’t work for me." His pivot from “just surviving” to truly pursuing happiness by launching a new surf skate ramp business in California shows what happens when you let go of what doesn’t serve you and finally bet on yourself.

Feeling inspired or need a nudge? Check out Clint’s project and follow his progress at waveformtraining.com and on TikTok @waveformtraining. This episode is for anyone ready to drop the excuses and take their shot, no matter their age or what others think.

If you're ready to take the next step and get unstuck and unstoppable, you can find time on Ken's calendar at https://unstuckcareer.com/unstuck