For the season finale of Season 22, I am thrilled to welcome Jillian Johnsrud, author of Retire Often, to discuss how we can redesign our lives to include multiple career breaks instead of waiting until 65 to enjoy our freedom. As I wrap up 10 years of the podcast and prepare for my own hiatus, Jillian explains why we should treat our careers like interval training rather than a marathon to avoid burnout, sharing how she has successfully taken a dozen mini-retirements over the past two decades while raising six kids.
We dive deep into the practical logistics of designing a break of one month or longer, covering everything from negotiating sabbaticals with employers to the specific steps entrepreneurs must take to automate their businesses. Jillian also debunks the fear that time off ruins your finances, explaining how to handle healthcare costs and schooling while traveling, and revealing why mini-retirements can actually serve as capital investments that boost your future career trajectory and lifetime earnings.
Things I Mentioned in the Episode
- Grab a copy of Jillian’s book Retire Often.
- I’m giving away copies of all the books featured in this season of the podcast! To enter, visit jessicamoorhouse.com/contests
- My free resource library, where you can find budget spreadsheets & more!
- Apply to enroll in my investing course Wealth Building Blueprint for Canadians
- Check out my shop!
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Looking for some financial help? Check out my investing course, budget spreadsheets, and more on my shop page.

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