Jessica Underwood.

Founder & Visionary

Jessica founded Chief of Staff KC—a staffing solutions company for the modern office—in 2011. As a woman-owned family business, Chief of Staff focuses on placing great quality candidates in today’s office cultures. The company has carved out a focus on developing a personable and approachable appeal to Kansas City’s top administrative talent and the companies who value their people.

A Kansas City native, Jessica began her career at, and quickly joined the ranks of CB’s Top sales performers, while experiencing firsthand the new job market from its highest growth segment—online search and recruitment.

Linked In Profile

“Chief of Staff is an excellent staffing agency and provided me with immediate opportunities for employment. Tiffany has been great to work with, and she always responded—immediately—to both my concerns and questions via phone call or e-mail. I’d highly recommend any job seeker to meet with Chief of Staff!”

– Leanne H., Scheduler


Armed with a great sense of business and an earned understanding of the trends in recruitment, Jessica became an entrepreneur where she has continued to push new concepts for the job market into business operations.

Jessie attended high school at St. Teresa’s Academy and graduated with her Advertising degree from Marquette University. Jessie graduated from HEMP (Helzberg Entrepreneurial Mentorship Program) in 2018 and currently serves on its selection committee. Being an overachiever in everything she does, Jessie and her husband Chris have 6 beautiful children.

First Job:

Cashier at Eckerd Pharmacy

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The Mixx