48. Jess Weisz: Breaking the Rules of Careers and Life

Jess Weisz is a Career Breaker.Her career began the way many high achievers are taught it should. She started in consulting at McKinsey, moved into strategy at the Bank of Montreal, and followed a path that looked successful on paper. But internally, something wasn’t working, and over time, she began to question the rules she had been following.In this episode, Jess shares how stepping away from traditional expectations led her through multiple career chapters, from corporate to venture-backed tech to a self-directed sabbatical. She explains how those experiences shaped Rule Breaker, the platform she created to help working parents challenge unrealistic expectations, make more intentional choices, and redefine what success looks like for themselves.If you’ve been questioning the path you’re on or feeling the pressure to do it all and do it perfectly, this episode is for you.Listen now and follow the show for more inspiring stories of career pivots, pauses, and transitions.If this episode resonated, I would love for you to share it with someone who might need to hear it too. Every follow and listen helps me know this work is reaching others and encourages me to keep going. Thank you so much for your support. ❤️Notes:Here’s some links to things we discussed in this episode. Rule Breaker Reset, small group coaching for high-achieving working parents: https://reset.rulebreaker.co/Rule Breaker newsletter: https://rulebreaker.substack.com/