• Home
  • keyboard_arrow_right Entrepreneur
  • keyboard_arrow_rightPodcasts
  • keyboard_arrow_right
  • keyboard_arrow_right Ep 216: 3 questions to ask before you quit your job (that have nothing to do with money)
play_arrow

Entrepreneur

Ep 216: 3 questions to ask before you quit your job (that have nothing to do with money)

podcast June 2, 2025


Background
share close

In this episode, we’re talking about how to know when it’s REALLY time to go. Not when your manager makes it unbearable, not when the reorg finally hits, but when YOU decide that staying is costing more than it’s worth.

We break down the three questions that have helped us walk away from “good” jobs and build a better life on the other side. We talk about what your job is teaching you (even when you’re not paying attention), how to tell if you have any say in your future there, and why asking “would I say yes to this job today?” might be the cleanest filter of all.

You’ll also hear:

  • The truth about paper-pushing, middle management, and the skill sets that aren’t really transferable
  • Why some jobs don’t just feel like relationships, they are emotional traps
  • How to rebuild self-trust before you make your next move
  • What it means to leave with your dignity intact and why that’s the real win

If you’re at a career crossroads or know someone who is, this one’s for you.

Connect with Julien and Kiersten on our website, Instagram, Twitter, and YouTube.

Join our email list
to get updates from us, opportunities for discounts, freebies and a quick rundown on the relevant financial and career news impacting your life.

Get our book Cashing Out: Win the Wealth Game by Walking Away, named 2023 best overall book about investing by Business Insider and one of the best personal finance books by Forbes

If you would like to learn more about investing, check out our newest class, Making Money Grow

Rate it
Previous episode