277: "Even though I have these mindset blocks and these patterns I'm trying to break doesn't mean that I can't take time off. And I hope that you realize that too." - Chelsea Riffe
In this solo episode, I spill the tea on how I planned to take 2 months off work during the summer, including how much I saved, business logistics, mental breakdowns and the weird feelings that creep up when you realize “wait, I’m not WORKING for 2 months?”
Whether you’re dreaming of going off the grid for an extended period of time in an undisclosed location or balling out while border-hopping, this episode is a crash course in making it possible, without draining your life savings or ghosting your business.
Episode themes:
- Breaking down the financials: how TF do you actually budget, save, and prepare for a two-month sabbatical?
- The emotional rollercoaster: navigating massive productivity guilt and the pressure to "have something to show for it" (hi, capitalism)
- Logistics 101: planning accommodation, travel, and the flexible, unscripted bits of this journey
- Reentry strategies: how to transition back to work after time off without operating like a madwoman
- Building a support system: the role of community, mentorship, and therapy during extended breaks and why I will continue to invest in these areas
Even seasoned nomads and entrepreneurs stumble through imposter syndrome, logistical tripwires, and the urge to people-please... but with enough Notion docs, tangible support systems, and stubborn personal boundaries, a sabbatical doesn’t have to be a far-off fantasy. Listen in to demystify exactly how to rest, recalibrate, and maybe, just maybeeee, not produce your magnum opus while being Out of Office.
Connect with Chelsea:
💻 Website
☄️SUPERNOVA doors open - starting Feb 2026
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📲 Instagram 📲
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