Sabbatical Scene Report: Chicago
279: Chelsea dishes on her sabbatical starting with Chicago: the extreme sticker shock, the regrets, and the revelations that came with finally not working. Here's what you didn't see on Instagram: A Hallmark movie moment on the airplane that didn't pan out Nonstop commentary on Chicago prices Why was it so EERILY QUIET?!!? The exhaustion of starting calls at 9 am and going back to back all day What's the point of big cities? Regrets of not leaving the house more The $52 BBQ platter haunting Chelsea to this day Other tidbits: Breaking down the financials: how TF do you actually budget, save, and prep for two months away? Especially in cities that have about a 5X cost of living than you're used to The emotional rollercoaster: battling productivity guilt and the urge to “earn” your time off. Logistics 101: finding the sweet spot between structured plans and deliciously unscripted days The good news is the to-do list will survive without you. The bigger question? Who are you with no to-do list? 👀 P.S. PITCH PERFECT FALL ROUND IS OPEN FOR ENROLLMENT (with a generous 5-part payment plan!!!) Grab your seat here! 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!