Chief of Staff
Jill Eyler’s dedication, skill, and excellence have distinguished her throughout a varied career across states, industries and disciplines.
Jill currently serves as the Chief of Staff to Senator Bill DeSteph, after previous roles in his various campaigns. Prior to DeSteph, Jill was the Legislative aide to Delegate Bob Purkey, a senior representative and Chair of House Finance. She is also the current president of the Beach Suburban Republican Women’s Club.
In her last 20 years as a Virginian, Jill has served as a Board Member of the Republican Professionals Network, the Beach Suburban Republican Women’s Club, the Virginia Beach Community Development Corporation, the Virginia Beach Medical Society Auxiliary, and more. As a community volunteer, Jill has shared her time with the Virginia Beach City Public School system, Civic League and Garden Club boards, and served as a Girl Scout Troop leader.
A New York native and graduate of Colgate University, Jill began her career at DoubleDay Publishing in Manhattan before transitioning to Toyota Motors Sales USA in Los Angeles. In her spare time, Jill is a tennis-player, ice-cream aficionado, devoted wife, and mom to two amazing daughters.
W. Scott Humphrey
Scott started as a Legislative Aide to Senator DeSteph on January 1, 2020.
He previously served with the Virginia Beach Police Department for 27 years, retiring as a Police Lieutenant in the Department’s Detective Bureau.
Scott holds a Bachelor of Arts in Criminology from Saint Leo University and a Masters of Science in Criminal Justice with a Public Administration Specialization from Liberty University. Additionally, he holds a graduate certificate from the University of Virginia in Criminal Justice Education.
He is a graduate of the 36th Session of the Professional Executive Leadership School (P.E.L.S.), successfully completed the FBI-LEEDA (Law Enforcement Executive Development Association) Supervisor, Command and Executive Leadership Institutes and is a graduate of the 275 Session of the FBI National Academy.
He serves on the Officer Down Memorial Page’s Board of Directors and was a founding member of Law Enforcement United.
Samantha grew up in Northern Indiana and attended Purdue University. After graduating with a bachelor’s degree in Political Science and Economics, she moved to Virginia Beach.
After being a part of a successful Congressional campaign, she transitioned to working for the 2nd Congressional District of Virginia. For the Congressional office she served as the District office Staff Assistant and the Veteran Affairs/Active Duty Military Caseworker.
Samantha’s current hobbies include wedding planning, spoiling her two adopted cats, and exploring her new hometown.
Regan Roberts grew up in a Navy household and is passionate about community engagement in Hampton Roads. After graduating from Dartmouth with a degree in economics and sociology, Regan pursued a sales role based in San Francisco at German business software company SAP America.
She then returned to Virginia Beach to pursue her passion for civic involvement. Regan has previously been involved in a variety of campaigns and offices for local officials at the city, state and federal levels.
Regan’s hobbies include travel, photography, and beach time with her family’s husky.