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 Fall 2026 Waitlist ☄️ 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 Support NFNTW: Your donations help cover costs of running the show; you can help fund NFTNW right HERE. If you're unable to donate financially, share it. It all adds up! Want to sponsor NFTNW? Email team@chelseariffe.com to discuss partnership packages!