Artwork for podcast On Your Terms®
299. Ready to Quit Your Job? Here's How I Knew It Was Time.
Episode 299 • 12th October 2026 • On Your Terms® • Sam Vander Wielen
00:00:00 00:36:51

Share Episode

Shownotes

Daydreaming about life outside your nine-to-five? Wondering if your side hustle could become your full-time thing, but not sure when to actually leave?

In this episode, I'm sharing how I knew it was time to leave my corporate law career, the financial and logistical steps I'd have in place before you give notice, and the emotional prep nobody talks about. Because being miserable at your job isn't a sign you're ready to leave. It's a sign to start getting ready.

Plus, the turbulent plane ride that finally made me say "I'm done," and the weekend I almost begged for my job back.

👩🏻‍💻 REGISTER FOR MY FREE LIVE LEGAL CLASS --> https://www.samvanderwielen.com/live-legal-workshop (Replay included!)

In this episode, you'll hear…

  • Why "just take the leap" can be financially irresponsible advice
  • How much savings I recommend having before you leave
  • How I started paying myself (hint: $500 a month)
  • What to know about health insurance when you go self-employed
  • The backend setup to do while you're still getting a paycheck
  • How to tell if you need a business or just a different job
  • Why fear after the leap doesn't mean you chose wrong

Click here to find the full show notes and transcript for this episode.

EPISODE RESOURCES:

CONNECT:

DISCLAIMER

Chapters

Video

More from YouTube