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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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