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May 14, 2025 42 mins

In this episode of The Self-Employed Life, I had the great pleasure of speaking with Annette Mason, sabbaticalist and Succession Architect at Trilogy Design Works. Annette shared how intentional sabbaticals can be powerful tools for self-employed individuals to regain clarity, spark creativity, and build sustainable success. We discussed the difference between a vacation and a sabbatical, how to structure one even while running a business, and the importance of designing time away with intention. Annette also introduced her framework of Compass, Maps, and Constellations to help people align with their values, plan with vision, and lean into the support systems around them. Annette uses her background in corporate innovation and personal experience with burnout in order to encourage others to rethink how we work and to embrace sabbaticals as a meaningful part of a resilient and fulfilling self-employed life.

Annette Mason, Sabbaticalist and Succession Architect at Trilogy Design Work We help forward-thinking CEOs turn under-leveraged benefits-like flexible paid time off and sabbaticals-into strategic tools for building resilient people - individuals, teams, and organizations.

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