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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Ep 24: Clean Up to Elevate: Why You Must Declutter Your Life to Level Up
The Bold Life School - Growth strategies to get unstuck, find purpose, and transform your life
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Ep 24: Clean Up to Elevate — Why You Must Declutter Your Life to Level Up
If you’ve been feeling weighed down, overwhelmed, scattered, or strangely stuck every time you try to “level up,” this episode is your wake-up call: you cannot create a new chapter while living in the clutter of your old one.
In this powerful episode of The Bold Life School, we’re diving deep into what I call Cluttered Life Syndrome — the invisible (and not-so-invisible) layers of mess, overwhelm, and mental noise that silently block your growth. Whether it’s your calendar, your money, your inbox, your relationships, or the stories you’re still carrying from five versions ago… clutter is the ceiling on your next level.
Inside this episode, we explore:
• Why cleaning up isn’t just tidying — it’s a spiritual, emotional, and energetic reset
• The 7 areas in your life that must be cleared before reinvention can happen
• How physical clutter affects your clarity and decision-making
• Why digital chaos drains your mental energy before you even get out of bed
• How your calendar is quietly sabotaging your future opportunities
• The hilarious but real truth about money clutter (yes, including your 2011 “free trial” still charging you)
• How to evaluate the relationships that drain you, shrink you, or keep you locked in your past self
• The emotional clutter we carry — resentment, guilt, perfectionism — and how it blocks courage
• Why identity clutter is the deepest layer of reinvention
This episode is part tough love, part therapy, part “clean your room,” and part “build your empire.”
You’ll walk away with practical steps, powerful questions, and the clarity you need to create SPACE — the space your next chapter requires.
Because once you declutter your physical, mental, and emotional world, something magical happens:
You stop surviving and start moving boldly.
Your homework this week? Pick ONE area and take ONE bold cleaning action.
That’s it. One move toward your next level.
You are not stuck — you’re just crowded. Let’s fix that.
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