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Jenna Lee Dillon

Founding Partner | COO

Jenna Lee Dillon founded Gutsy Money with Terra Rose Sorrell because she’s obsessed with women empowerment, business, and money (in that order). Jenna Lee knows the world is a better place when female business owners experience financial confidence, freedom, and exponential wealth.

Jenna Lee has founded six companies — three that flopped, two that are going strong, and one that sold for 82x ROI (after she took over the books and right-sized the business). She considers them all successful because of the lessons she learned along the way.

In 2024, Jenna Lee realized her lifelong dream of becoming an author. She loves getting to help equip other women to do the “achieved my dream” happy dance through Gutsy Money

Jenna Lee lives in Colorado and adventures regularly with her totally rad daughter, bossy mini Aussie, and handsome partner.

18

Companies Founded, Optimized & Grown

Dream recklessly.
Build effectively.
Profit relentlessly.

Jenna Lee's bookkeeping services and strategic financial consulting made it possible for me to sell my business for 82x my initial investment. She guided me to rightsize my cost structure, eliminate wasteful spending, consolidate expensive software programs, and have the courage to invest in the most profitable arms of my business.

M. HansenExited Agency Owner

Jenna Lee has advised me on business and personal finances. Without her, my net worth would be substantially lower as would my confidence in my financial decisions. Her guidance has been wise, shrewd, and impeccable.

Riley ReissStrategic Sales Executive