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Della Dailey has extensive work experience, starting in 1991 as a Customer Service Representative at Delta Dental of Kansas. Della then progressed through various roles within the company, including Supervisor, Data Entry/Mail Center/National Provider File Coordinator and Customer Service Team Lead. In 2014, they became the Manager of Claims Processing Quality Assurance, followed by Manager of Customer Service Quality Assurance. Currently, they serve as the Director of Operations at Delta Dental of Kansas. Prior to their tenure at Delta Dental, Dailey worked as a Bank Teller at Bank IV from 1993 to 1994.

Della Dailey attended Butler County Community College from 1983 to 1984. Della did not obtain a degree or specialize in any particular field of study during their time at this institution. Prior to that, from 1982 to 1983, they attended Wichita State University, but similarly did not complete a degree or focus on a specific field of study.