About this episode

Kristyan Gilmore discusses her journey in law and entrepreneurship, emphasizing the importance of freedom and aligning work with personal values.

Kristyan Gilmore is an attorney, professor, consultant, and founder of To Be Free, a business advisory company focused on helping entrepreneurs align their work with their values. In this episode, Kristyan shares how the 2008 financial crisis reshaped her legal career, why she believes lawyers should “find their voice,” and how she built a life centered on freedom, teaching, and creative entrepreneurship. Lawyer Side Hustles Kristyan’s consulting business, To Be Free, helps entrepreneurs streamline operations, clarify their mission and values, and create businesses that support both impact and freedom. She works primarily with creatives, nonprofit leaders, and mission-driven founders who want to spend less time buried in backend operations and more time focused on the work they actually care about. “The goal is to always monetize the vocation,” Kristyan Gilmore expresses in Episode 245 of You Are a Lawyer. Her work is deeply personal. Inspired by watching her entrepreneurial parents struggle financially despite being creative and community-driven, Kristyan built a business focused on helping people avoid burnout while still making meaningful contributions. Through automation…

People in this episode

Host: Kyla Denanyoh

Guest: Kristyan Gilmore

Topics covered

• legal career
• entrepreneurship
• freedom
• consulting
• work-life balance

Keywords

• lawyers
• freedom
• consulting
• entrepreneurship
• work-life balance
• 2008 financial crisis
• To Be Free

Mentioned in this episode

Organizations: To Be Free

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