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Have you ever looked in the mirror and thought, "Did I miss my chance?" That nagging question about whether it's too late to pursue dreams, learn new skills, or reinvent yourself is exactly what Jesse and DeeDee tackle in this deeply personal episode.

Jesse opens up about wanting to learn sewing at 37, pursue drag performance, and create his own clothing—all while battling the voice in his head saying, "You're too old" and "It's too late." This vulnerability sparks a rich conversation about why we place artificial timelines on our talents and passions. The hosts explore how financial constraints, body image issues, and long-standing trauma from childhood criticism can build invisible walls between us and the lives we want to live.

"I'm tired of living in the what-ifs," Jesse confesses, touching on a sentiment that resonates across generations. Whether it's the fear of looking foolish as a beginner or worrying about health limitations, these concerns keep countless people from trying. DeeDee shares her journey with body acceptance, revealing how regaining confidence happens when you start honoring your body rather than criticizing it.

The conversation takes a fascinating spiritual turn when discussing how the universe seems to push us in directions we resist. Is following your destined path more important than exercising free will? As Jesse colorfully puts it, sometimes you need the universe to "hop off" and let you chart your course. This tension between destiny and choice speaks to anyone who's felt torn between what they feel they "should" do and what their heart truly desires.

What dreams have you put on the back burner? What would you pursue if you believed it wasn't too late? Listen to this episode, then take that first step toward becoming who you've always wanted to be—because it's never too late to start.

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Have you ever abandoned a hobby after someone told you weren't good enough? Or perhaps you've got a collection of half-started projects gathering dust in your metaphorical creative graveyard? You're definitely not alone.

Jesse opens up about a formative experience when his guitar teacher crushed his spirit by telling him to "never pick up the guitar again," creating a pattern of creative self-doubt that would follow him for years. This vulnerability sets the stage for an honest conversation about creative resilience and the journey back to creative confidence. Meanwhile, DeeDee shares her natural adaptability with limited resources, demonstrating how creativity often flourishes within constraints rather than unlimited options.

The conversation delves deep into Jesse's current passion project – learning to sew and create custom clothing. Starting with simple decorative pillows and gradually advancing toward more complex garments, his methodical approach demonstrates how breaking down creative skills into manageable steps can help overcome intimidation. The hosts explore the practical challenges of dedication to craft – from finding space free of pet hair to understanding fabric properties and mastering techniques through repetition.

What makes this episode particularly resonant is the exploration of how abandoned hobbies can be resurrected and potentially transformed into business opportunities. Jesse shares his vision for a custom clothing business, while DeeDee reveals how skills learned for costume-making projects unexpectedly equipped her with resin-casting abilities that opened new creative doors.

Whether you're a dabbler in multiple creative pursuits or someone still haunted by discouraging voices from your past, this conversation offers both practical advice and emotional reassurance. What forgotten talents are waiting in your creative graveyard? It might be time for a resurrection.

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Ever wondered why some people seem to age backward while others look stressed beyond their years? In this candid conversation, Jesse James and DeeDee explore the fascinating timeline of aging and how our perspectives shift with each decade.

Fresh off a week-long mental health break, the hosts dive into what it means to approach milestone birthdays like 40 and 50. Jesse shares his philosophy of "fit in my 20s, fat in my 30s, looking good in my 40s," sparking a deeper discussion about setting meaningful goals for different life stages. They don't shy away from the reality of unexpected health changes either – as Jesse colorfully puts it, "They said things were going to change. I expected small shifts, but motherfucker gave me an avalanche."

The conversation takes an unexpected turn as they examine workplace dynamics across generations. Drawing from their management experience, they challenge stereotypes about "lazy" young workers, instead finding that many young employees show remarkable dedication when supported properly. This leads to practical insights about mentorship, accessibility as a manager, and creating opportunities that work with school schedules.

Most compelling is their observation that younger generations often appear older while older people work to maintain their inner youth. This paradox reflects economic pressures forcing Gen Z to mature quickly, while millennials and older generations tap into playfulness to stay vibrant. As the hosts suggest, perhaps the secret to aging gracefully isn't fighting the process but embracing a childlike curiosity regardless of your birth year.

What goals have you set for different decades of your life? Join the conversation and share what you're working toward at your current age – just don't tell us you're planning to check out at 30!

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