The Unstuck Career

Send us Fan Mail This week on the Unstuck Career Podcast, we’re tackling one of the toughest career myths out there: the idea that it’s your job holding you back. In this Friday Focus episode, I break down why it’s not your career that’s stuck—it’s you. I’ll share a simple but powerful analogy about a grocery store run for chocolate milk to show how making a decision—any decision—can get you movin...

Send us Fan Mail This week, I chat with Derrick Flitcroft, a modern-day knight bringing full-contact armored combat tournaments to life as a business and sport. Ever wonder what it’s like to fight with real swords and steel armor—not as a staged show, but a competitive, full-contact event? Derrick pulls back the curtain on the world of medieval tournament fighting, sharing stories from his years o...

Send us Fan Mail This week, we're diving into the moment every career-driven person faces—when you realize the path you’re on no longer matches what you want for your life. In this Friday Focus, I share personal stories of how my “rulebook” for success—go to college, get a degree, land a stable career—broke down as my desires and priorities shifted. I open up about my first career pivot from...

Send us Fan Mail This week on Unstuck Career, I sit down with Scott Kurtz for a raw and revealing look behind the scenes of a creative career—one that’s been anything but a straight line. Scott shares his journey from dreaming of being a cartoonist since the fourth grade to building a wildly successful webcomics business, only to have it upended by a one-two punch: becoming the primary caregiver f...

Send us Fan Mail This week on the Unstuck Career Podcast, we’re tackling the big, bold promises we all make to ourselves every January—and why most of them never stick. If you’ve ever set an audacious New Year’s resolution only to feel overwhelmed a few days later, you’re not alone. I open up about my own struggles with biting off more than I can chew and why our subconscious minds are hardwired t...

Send us Fan Mail This week on Unstuck Career, we’re talking about how to create the most powerful shift you can make when kicking off a new year: your identity. In this special New Year’s episode, I share the exact process that’s helped me move out of the “passenger seat” and into the driver’s seat of my own career and life. We’ll break down the 12 illusions that secretly dictate how we think, act...

Send us Fan Mail This week, we’re calling out “BossLie”—the sneaky myth that keeps you believing your job is the only way to pay your bills and build the life you want. How often have you heard that your industry, your company, or even your town is your single ticket to success? I debunk this idea and show you there are far more options than you’ve been led to believe. We’ll dig into why so many o...

Send us Fan Mail This week, I’m inviting you to hit pause on your typical end-of-year hustle and join me for the “2026 Reset”—an episode dedicated to getting unstuck and setting a clear, intentional direction for the year ahead. If you’re tired of half-hearted resolutions or avoiding goals altogether, you’re not alone! I open up about my own complicated relationship with goal-setting, sharing why...

Send us Fan Mail This week, I’m tackling a topic that’s rarely talked about—but impacts every one of us: the hidden cost of staying stuck in your career. Have you ever felt like you’ve reached an impasse, where moving forward means heading in a direction you don’t want, but staying put feels like wasting potential and precious time? I open up about my own real-life experience of hitting a standsti...

Send us Fan Mail This week on the Unstuck Career Podcast, we sit down with Reuben Delgado for a powerful conversation about transformation, identity, and the courage it takes to change your life from the inside out. Reuben shares his astonishing journey, from weighing over 500 pounds and facing a life-threatening ultimatum, to losing over 300 pounds and launching "Go Time," a brand and m...

Send us Fan Mail This week, we break down the difference between “living the dream” and truly living your dream—a distinction that could change the course of your career and life. We all know the classic office banter: “How are you?” “Oh, just living the dream”—but are you living what you want, or someone else’s vision? I share practical ways to pinpoint what “dream” means to you, with actionable...

Send us Fan Mail Ready to ditch your mediocre New Year’s resolutions and finally set goals that stick? This week, I’m going solo to share the hard-won truth about why most goal-setting systems—especially the classic “SMART goals”—just don’t work for most of us. I open up about my own repeated failures, the guilt and frustration of watching motivation fade by week two, and the breakthrough framewor...

Send us Fan Mail This week, we're talking about the power of unexpected kindness—and yes, chocolate cake! I kick things off by sharing what inspired my TEDx talk, “The Chocolate Cake Phenomenon” (linked in the show notes), and how a simple act like baking and sharing cake became a unique way to build lasting connections. We also revisit the inspiring story of Beth, a former teacher and a rece...

Send us Fan Mail This week on Unstuck Career, I sit down with Emma, a behavior analyst from the Chicago area, for a raw and refreshing conversation about what it really feels like to be “stuck” in your career after achieving a significant milestone. Fresh off her master’s degree, Emma found herself in a demanding role as a BCBA—overseeing therapy, coaching parents and teachers, and navigating high...

Send us Fan Mail This Friday, I’m pulling back the curtain on the “SMART goals” myth—a system that’s supposed to help you achieve more, but actually keeps you stuck. As we roll into the final stretch of the year, I break down why SMART goals aren’t designed for personal growth and how their rigid rules like “attainable” and “time-bound” can lead to frustration and self-doubt. Ever set a goal and f...

Send us Fan Mail This week on Unstuck Career, we're switching things up—I'm stepping out of the comfort zone and talking with a guest who's right in the thick of it. Knives Monroe, a creative director, filmmaker, and longtime content creator, joins me for a raw, real-time exploration of what it means to face a career crossroads. Fresh off a recent layoff, Knives opens up about the c...

Send us Fan Mail This week, we crack open the myth of “fear of failure” and reveal what’s really holding so many of us back in our careers—and lives. Ever put off applying for a new job, trying a risky project, or even wearing a wild Christmas suit because you’re worried you’ll mess up? In this Friday Focus episode, I share some personal stories (including my infamous sourdough starter disasters a...

Send us Fan Mail This week, you’ll meet Andrew Darlow, whose journey from the magic of a high school darkroom to photographing luxury watches and world travels will have you seeing everyday moments in a new light. From his early experiences in Japan that sparked a lifelong love for visual storytelling, to the creative leap into building a commercial photo studio, Andrew’s story is packed with adve...

Send us Fan Mail This week on Unstuck Career, we tackle one of the most overlooked obstacles to a fulfilling life: rebuilding self-trust. I open up about the subtle—and sometimes sneaky—ways we undermine our own confidence, from saying small white lies to ourselves, to making commitments we never truly intend to keep. I share the game-changing shift that helped me rebuild my self-trust, including...

Send us Fan Mail This week, we meet with Cathy Ahron, who navigated the complex journey from being a traditional wife and stay-at-home mom to forging a new life after a major transition. You’ll hear how Cathy’s international experiences—from Prague to Brazil—shaped her perspective on fulfillment and identity.  Get an inside look at the challenges (and unexpected lessons) that come with marital uph...

Send us Fan Mail This week, we dig into the heart of the “approval addict trap,” a subtle but powerful force that keeps so many of us stuck in our careers. Have you ever hesitated to make a bold move or wanted to change directions, only to hold back because you were waiting for someone else’s approval—whether it’s your boss, your parents, or even your peers? I share intimate stories from my own ex...

Send us Fan Mail This week, you’ll meet Jason Powell, who transformed a frustrating 9-to-5 grind into a vibrant career in stand-up comedy and coaching. You’ll hear how embracing risk and letting go of fear helped Jason find his true calling at 35—and how the rules of comedy, like saying “yes, and” and practicing the “rule of 10,” not only made him a better comedian but also a standout leader, ment...

Send us Fan Mail This week, Ken Williams helps you break out of the perfection trap and build real consistency in your career and life. You’ll discover why it's okay to “suck” at your goals but not okay to skip them, and learn practical strategies for overcoming slip-ups without giving up on your ambitions. Plus, Ken sets the stage for his upcoming goals masterclass to help you finish the yea...

Send us Fan Mail This week, we meet with Dave from North Carolina, who shares how running a side hustle—starting with a drop shipping t-shirt business and growing into his own watch brand—transformed his perspective and skills in corporate America.  You’ll hear how building a business on the side gave him practical experience in everything from marketing to logistics, and how those insights helped...

Send us Fan Mail This week, you join Ken Williams as he tackles the challenge of overthinking in your career and life. You’ll discover why trying to predict the future keeps you stuck and how making decisions—rather than endlessly weighing options—opens the door to new opportunities. Plus, Ken shares personal stories that highlight the power of taking action and trusting yourself so you can finall...