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October 3, 2025 64 mins

PLOT TWIST EPISODE: You're listening to a full episode from Chelsea's limited series podcast: The Art of the Ask. Get ready to learn HOW TO ASK FOR MONEY!


I'm breaking down why money is such an anxiety-inducing topic, and the different ways to ask for money, including asking for a raise, a family investment into your biz, a refund from an airline and more!


PLUS, I spill the tea on the time I was in Australia and BROKE AF. I'm talking "living off a tax refund with maxed out credit cards and nannying for accommodation" broke. This experience taught me how feeling shame wasn't a luxury I could afford.


What You'll Learn:

  • Ancient anxiety: How THOUSANDS of years of money evolution hardwired financial insecurity into your DNA
  • Why It's So WEIRD to talk about money: The psychological mess of tying your net worth to your self-worth, plus cultural taboos that make salary talk feel like a federal crime
  • The trust factor: Every financial transaction is a tiny negotiation of power, status, and "will this person screw me over?" - asking for money is about trust
  • How to ACTUALLY ask: stop with the "just wondering if maybe possibly..." passive word salad and start using active language like you mean it
  • The Harvard hack: One word that increases compliance by 60% 
  • My Rock Bottom Era: That time I was so broke in Australia I DM'd literally everyone I'd ever met to sell $15 yoga classes (and it worked)!


If you liked this episode, you'll LOVE these:


P.S. ⁠⁠Pitch Perfect⁠⁠ is down to the final 2 spots! We start October 13th 👀

Connect with Chelsea:

💻 Website

☄️SUPERNOVA doors open - starting Feb 2026

🪐 Pitch Perfect - next round Spring 2026, get on the waitlist!

📲 Instagram 📲

✈️ Slight Turbulence Substack


☎️ Want to send a voice note to the podcast and have Chelsea answer you on air? Do so ⁠HERE⁠.

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