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What happens when your financial planner keeps telling clients to quit their jobs? Dr. Jay Zigmont, CFP® and Bri Conn, CFP® unpack the now-infamous tagline: "I'll Make You Quit Your Job." From sabbaticals to soul-searching, this conversation is full of real talk, tough love, and a refreshing challenge to the status quo—especially for the Childfree crowd.
🔹 00:30 – Why Bri says Dr. Jay's tagline should be “I’ll make you quit your job”
🔹 02:25 – The truth about job dissatisfaction and the “File” lifestyle
🔹 05:00 – Why your 18-year-old self shouldn't make your lifelong career decisions
🔹 10:00 – Dr. Jay’s three-step sabbatical formula (Netflix included!)
🔹 15:30 – The $100K myth and why money doesn’t buy meaning
🔹 20:00 – The messy magic of making a change—and the light on the other side
🔹 22:00 – Whose voice is in your head... and how to find your own
Whether you're burnt out, bored, or just stuck—this episode dares you to imagine what life could look like if you actually did what you wanted.
Connect with Us:
Ready to work on building better financial habits? Connect with our financial planning team at childfreewealth.com or learn more about estate planning at childfreetrust.com.
Follow Childfree Life by Design on your favorite podcast platform and join the conversation on social media:
Instagram: https://www.instagram.com/childfreeinsights
Facebook: https://www.facebook.com/ChildfreeInsights/
LinkedIn: https://www.linkedin.com/company/childfreeinsights
YouTube: https://www.youtube.com/@ChildfreeInsights
Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
By Childfree Insights4.9
3939 ratings
What happens when your financial planner keeps telling clients to quit their jobs? Dr. Jay Zigmont, CFP® and Bri Conn, CFP® unpack the now-infamous tagline: "I'll Make You Quit Your Job." From sabbaticals to soul-searching, this conversation is full of real talk, tough love, and a refreshing challenge to the status quo—especially for the Childfree crowd.
🔹 00:30 – Why Bri says Dr. Jay's tagline should be “I’ll make you quit your job”
🔹 02:25 – The truth about job dissatisfaction and the “File” lifestyle
🔹 05:00 – Why your 18-year-old self shouldn't make your lifelong career decisions
🔹 10:00 – Dr. Jay’s three-step sabbatical formula (Netflix included!)
🔹 15:30 – The $100K myth and why money doesn’t buy meaning
🔹 20:00 – The messy magic of making a change—and the light on the other side
🔹 22:00 – Whose voice is in your head... and how to find your own
Whether you're burnt out, bored, or just stuck—this episode dares you to imagine what life could look like if you actually did what you wanted.
Connect with Us:
Ready to work on building better financial habits? Connect with our financial planning team at childfreewealth.com or learn more about estate planning at childfreetrust.com.
Follow Childfree Life by Design on your favorite podcast platform and join the conversation on social media:
Instagram: https://www.instagram.com/childfreeinsights
Facebook: https://www.facebook.com/ChildfreeInsights/
LinkedIn: https://www.linkedin.com/company/childfreeinsights
YouTube: https://www.youtube.com/@ChildfreeInsights
Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.

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