Jessica Wan is a Career Breaker.
After a successful career rising through marketing roles across design, the arts, and tech, Jessica reached a moment when the path ahead looked clear but no longer felt right. She craved deeper conversations, more meaningful impact, and a way of working that honored all the parts of who she is.
In this episode, Jessica shares how she stepped away from a role she loved and navigated the uncertainty that followed. She talks about the grief of leaving something good, the questions that surfaced in the in-between, and the internal myths she had to release around money, identity, and investing in herself. Her break ultimately opened the door to coaching and to building a business that feels true to her values, her energy, and her multidimensional life.
Jessica also introduces her idea of the ampersand: people who build thriving careers in two or more completely different worlds. She explains why these blended paths aren’t just possible, but essential to the future of work.
She offers thoughtful insights for anyone at a crossroads, reminding us that we’re allowed to choose again and follow our curiosity, and that reinvention is far more accessible than we often believe.
Tune in to hear Jessica’s story of clarity, creativity, and building a career that makes room for all of who you are.
Jessica’s current offering: https://www.kristinalibby.com/the-cohort
Jessica at SXSW on March 16, 2026: https://schedule.sxsw.com/2026/events/PP1162466
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Notes:
Here’s some links to things we discussed in this episode.
Jessica’s Website: https://www.jessicawan.com/
Jessica on LinkedIn: https://www.linkedin.com/in/jessicamwan/
Jessica’s Podcast: The Ampersand Manifesto
Wise Women’s Council: https://www.wisewomenscouncil.com/
Sarah K. Peck: https://sarahkpeck.substack.com/
Lee Price: https://viewfinderpartners.com/
Wendy Kleinfeldt’s episode: https://spotifycreators-web.app.link/e/Ty1s0Us8uZb
Article about women advancing in their career because of skills, networks, and mindsets, not mindsets alone: https://www.mckinsey.com/capabilities/people-and-organizational-performance/our-insights/to-climb-to-the-top-women-should-focus-on-skill-building
Co-Active Coach Training: https://coactive.com/
Center for Executive Coaching: https://centerforexecutivecoaching.com/executive-coach-certification/