DiscoverIn My Non-Expert OpinionHow to Ask for Money (Repurposed from The Art of the Ask)
How to Ask for Money (Repurposed from The Art of the Ask)

How to Ask for Money (Repurposed from The Art of the Ask)

Update: 2025-10-03
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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

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How to Ask for Money (Repurposed from The Art of the Ask)

How to Ask for Money (Repurposed from The Art of the Ask)

Chelsea Riffe