The Cluttered Path
A Compass for Midlife: Our podcast helps listeners navigate the complex challenges of midlife through the collective wisdom of expert insights, real-life stories, scientific research, biographies, and historical narratives. Whether you're seeking deeper connection with others, navigating family dynamics, building financial literacy, planning a career transition, decluttering your life, or simply learning to enjoy life more—this is where we cut through the noise and help you craft your own roadmap to a meaningful life. Join us as we explore the human condition in search of personal growth and existential inquiry.
Episodes
Rand Timmerman survived harrowing combat as an infantry Marine in Vietnam. After the war, he found success as an attorney while battling PTSD, Alcoholism, and Shattered Faith. Later in life, he faced his demons, found grace, and teamed up with his brother to hike the Appalachian trail.
In this episode, Todd sits down with Rand to discuss his book A Spiritual Passage: The True Story of Two Brothers in Their 70s ...
Some stories punch through the noise because they’re honest, messy, and hopeful. Todd Cowles grew up with absentee parents, learned hustle the hard way, and nearly derailed himself with bad friends and worse choices. Then a rival reached out, a mentor stepped in, and a new path opened. Service, leadership, and the painstaking work of building his own self worth. A single pivot sent Todd to college, into the Air Force, an...
In this episode, Todd talks with Cheryl Drury, host of Crack the Book Podcast, about how old words can sharpen modern minds. We dig into why reading classics isn’t simply nostalgia, it’s mental training!
Cheryl explains how reading Plato, Homer, and Shakespeare can push your limits, deepen focus, and crack open real mental growth in midlife. No fluff. Just ancient ideas proving their power in real life.
What if the problem isn’t that you need more… but that you’re carrying too much? In this episode of The Cluttered Path, Todd sits down with Paul Stryer, author of Living the Zero Life, to explore a radically different approach to minimalism, not about owning fewer things, but about releasing the emotional, financial, and psychological weight that quietly drains your life.
Paul shares his real journey through divorce, ove...
Every New Year we aim for self improvement, but true personal growth comes from shifting your mindset, not from tapping into willpower. This video shares four of the best books I've read this year that truly changed my perspective on areas like money, relationships, and cultivating mindset.
I personally recommend these books for anyone looking to create lasting change heading into the New Year. I've a...
What if your resume looks stellar, but your days feel hollow? We dive into the hidden costs of success (Anxiety, Insomnia, Quiet Dread) and show a measured way to pivot without blowing up your life. Our guest, career coach and therapist, Rachel Speckman, breaks down a practical framework for building a soul-aligned path where skills, values, and curiosity actually meet. You’ll hear how to translate vague dissatisfaction ...
Letting kids grow up isn’t easy. It’s beautiful, bittersweet, and takes a lot of courage. In this heartfelt episode, Dr. Jack Stoltzfus shares how parents can let go with love while staying deeply connected.
Parenting is full of moments that stretch the heart. None more so than watching your kids transition into adulthood. In this conversation with Dr. Jack Stoltzfus, we explore the common pitfalls and struggles that all...
From Victim to Victor: How Taking Accountability Transforms Your Life
Are you feeling stuck in your life despite trying hard to improve? Discover how shifting from a victim mentality to true accountability can change everything. In this episode, Todd interviews Robert J. Hunt, co-author of "Nobody Cares Until You Do," about the power of personal responsibility and overcoming blame and excuses.
Learn the stages ...
During WWII in war-torn Holland, a five-year-old watches Canadian soldiers hand out bread, butter, and cheese in a schoolyard. He decides that someday he will live in the land of his heroes. Decades later that child, John Brink, arrives in Canada with a suitcase, $25.47 in his pocket, and a desire to build his own company. What unfolds is a story of grit, passion, and the billion-dollar skill that changed everything: Com...
What if confidence doesn’t come from hype, but from training yourself? We sit down with communication coach Jeff Callahan to carve out a practical path from social anxiety to authentic connection that's built on reps, helpful self-talk, and simple frameworks anyone can use. As a child, Jeff’s story began with a severe stuttering problem but today he has a thriving coaching practice featured by Inc., Time, and Busine...
What happens when you achieve everything society says will make you happy, only to discover it's left you feeling empty? Ray Martin, award-winning business leader turned nomadic explorer, discovered that his greatest achievement wasn't building a successful company — it was finding the courage to walk away from it all and build something better.
In this transformative conversation, Ray reveals how a planned six...
In this episode, we delve into Andrew Profaci's incredible escape from the notorious Love Has Won cult, revealing the darkest corners of psychological manipulation and leading to the illuminating light of truth. As Amy Carlson's closest companion, Andrew witnessed firsthand how cult leaders exploit vulnerabilities through powerful psychological control, transforming ordinary individuals into devoted followers.
...
What happens when a former therapy skeptic sits down with a licensed psychotherapist? Prepare for an eye-opening conversation that challenges everything you thought you knew about mental health support.
Steve McCready, a licensed psychotherapist with a refreshingly practical approach, joins us to unpack why so many of us—particularly men—resist seeking help when we're struggling. From military boot camp experiences ...
Are your financial dreams feeling out of reach? What if I told you the secret isn't working harder or sacrificing more, but simply starting now and letting time do the heavy lifting?
In this eye-opening conversation with Chris Wilkens, Vice President and Financial Advisor at RBC Wealth Management, we uncover practical strategies that can transform your financial future regardless of when you’re starting. Chris bring...
What happens when childhood trauma becomes your greatest teacher? Brandon Held's life story reads like a manual on resilience -- growing up in poverty, living with an abusive, alcoholic stepfather, losing his infant daughter, multiple failed marriages, surviving a suicide attempt, and emerging not just intact but mentally resilient and determined to help others.
Brandon's candid conversation reveals how he brok...
In this eye-opening conversation, we meet Phil, the creator behind the YouTube channel "What's Up Boomer," who shares his journey of reinvention after reaching retirement age with less-than-ideal financial circumstances.
At 66, Phil works at Home Depot while building a YouTube following that exploded from 400 to over 8,000 subscribers after he candidly shared his "unplanned retirement job" story....
Why does a man with $2.1 trillion (five times Elon Musk's wealth) conclude that everything is "vanity and striving after wind"? King Solomon's ancient wisdom on happiness finds surprising validation in modern psychological research.
We've put happiness on a pedestal as life's ultimate goal, but what if chasing it directly is actually counterproductive? This episode dives into fascin...
Are you tired of feeling stuck in a rut, wondering if real change is possible for you? In this episode, we'll explore the concept of personal transformation and discuss options for getting ourselves “unstuck”. Whether you're seeking to become more physically fit, overcome self-doubt, build confidence, or simply create a more fulfilling life, this episode is for you. We’re discussing the human brain and how it w...
People dream of getting rich - fancy vacations, luxury toys, never ending fun. Sounds perfect, right? But what if we told you that chasing wealth might just make you miserable? Because, the real question isn’t so much HOW to build wealth - it’s WHY you want it in the first place.
We start this episode with a tale of Two Millionaires. One was living a flashy lifestyle financed by debt who lost everything. The other was a s...
Here's the shocking truth about Retirement in America:
- Many Americans hit retirement age scrambling for financial security
- 8.2 Million adults over the age of 65 are living BELOW the poverty line.
- Over 10 Million people over the age of 65 are still working, double the amount from 1985
This is reality, but it’s not all doom and gloom - there’s still hope, and the solution is simpler than you might expect.
In thi...
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