Turning the Odds Stacked Against You Into Success

You’re Not Really Afraid of Failing - Ep. 276

Send us Fan Mail [https://www.buzzsprout.com/2443605/fan_mail/new] 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 [https://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 [https://unstuckcareer.com/unstuck]

The Truth About Job Market Scarcity and Finding Satisfaction Outside Your Comfort Zone - Ep. 275

Send us Fan Mail [https://www.buzzsprout.com/2443605/fan_mail/new] 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/ [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 [https://unstuckcareer.com/unstuck]

Why Waiting Is Worse: The Best Time To Act On Your Career Goals - Ep. 274

Send us Fan Mail [https://www.buzzsprout.com/2443605/fan_mail/new] 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 [https://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 [https://unstuckcareer.com/unstuck]

Breaking the Golden Handcuffs: Explore Meaningful Change in Life - Ep. 273

Send us Fan Mail [https://www.buzzsprout.com/2443605/fan_mail/new] 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/ [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 [https://unstuckcareer.com/unstuck]

Stop Waiting to Feel Ready: Decide and Take Action Ep. 272

Send us Fan Mail [https://www.buzzsprout.com/2443605/fan_mail/new] 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 [https://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 [https://unstuckcareer.com/unstuck]