How I Planned My Sabbatical (So You Can Too) - Saving, Taking 2 Months Off and Why It’s Freaking Me Out

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:

• 🪐 Pitch Perfect: the visibility immersion using strategic pitching to get you in the right rooms to shake shit up. $300 off until April 13th!
• ☄️ SUPERNOVA waitlist: the thinking lab for the deep thinkers, world-builders, and curious visionaries who see futures that don't exist yet. 
• 💻 Website
• 🍿Popcorn Club: Monthly meet-up to debrief TV, movies, and the zeitgeist
• 📜 Footnotes newsletter filled with rabbit holes
• 💌 The Art of the Ask Podcast
• 📱 IG: ⁠@chelseariffe⁠
• 🧵 Threads: @chelseariffe

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