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Chelsea Silva has a diverse work experience spanning over two decades. Chelsea started their career as a Program Manager at the Native American Sports Council in 1996, where they worked until 1999. Chelsea then joined FranklinCovey Co. in 1999 and held various roles within the company. Chelsea initially worked as a Client Service Coordinator, providing support to senior sales managers and managing client programs. In 2001, they became an Office Manager, where they were responsible for generating revenue reports, stocking office supplies, coordinating new hire needs, and assisting the General Manager. From 2004 to 2006, Chelsea served as a Marketing & Event Manager, overseeing audiovisual coordination, creating marketing materials, and managing the FranklinCovey Speakers Bureau. Chelsea then transitioned to the role of Project Manager in the Office of Dr. Stephen R. Covey, where they coordinated speaking engagements and handled contracts. In 2008, they returned to the position of Office Manager, managing an office of in-office and remote employees. Most recently, in 2019, they joined FranklinCovey as a Sales Assistant.

Chelsea Silva attended Brigham Young University from 1988 to 1993, where they obtained a Bachelor's degree in Outdoor Recreation.