Rewriting the Rules of Midlife with Jenn Arthurton

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When the life you've built no longer feels like yours — what comes next?

This week, I’m joined by Jenn Arthurton, founder of Old Chicks Know Sht* and host of the podcast by the same name, for a conversation all about identity, reinvention, and redefining success in midlife.

After a career shakeup in her 50s, Jenn found herself at a crossroads — one that required deep unlearning, quiet listening, and a whole lot of courage. What came next was a brand, community, and mission designed to empower women who feel like they’re just getting started.

Jenn’s wisdom is an inspiring reminder that it’s never too late to create a life that feels like you again.

Whether you're navigating a season of change, feeling disconnected from your purpose, or simply craving more meaning in your work… this conversation will meet you where you are.

Learn more and connect with Jenn at oldchicksknowshit.com and on Instagram.

If you’ve ever wondered whether the systems running your business are actually helping—or quietly making things heavier—this might be a good place to start. I offer backend systems audits for both 17hats and Flodesk that review what’s working, what’s fragile, and what deserves your attention next. Learn more at kristenlettini.com/audits.