Billy Wakefield, born in 1965 in Tulsa, Oklahoma, graduated from Tulsa’s Daniel Webster High School in 1984. Shortly after, he enlisted in the United States Marine Corps, serving honorably for four years as a field radio operator. During his military service, Billy was assigned to Marine Amphibious Unit 22 at Camp Lejeune, North Carolina. He deployed twice to the Mediterranean Sea, as well as to the Baltic Sea and Honduras, gaining invaluable experience and demonstrating unwavering dedication to duty.

Following his honorable discharge, Billy transitioned to civilian life, working as a laborer and landscaper before beginning a distinguished career in law enforcement. In 1992, he joined the Tulsa County Sheriff’s Office, starting as a detention officer and later serving as a court guard and field deputy.

In 1996, Billy joined the Skiatook Police Department as a midnight shift patrol officer, where his leadership potential quickly became apparent. His dedication and exceptional performance led to his promotion to Patrol Sergeant in 2009, where he supervised all three patrol shifts. His continued commitment to public safety and his strong leadership skills earned him subsequent promotions: to Captain in 2014, Deputy Chief in 2018, and ultimately Chief of Police in 2019. Billy served as Skiatook’s Chief of Police for five years, leaving behind a legacy of integrity, professionalism, and community service.

Throughout his career, Billy’s courage and dedication to law enforcement have been widely recognized. In 2001, he was awarded the Medal of Valor by the Oklahoma Sheriff and Peace Officers Association. He also received the Skiatook Police Life-Saving Award in 2012 for his heroic actions in the line of duty.

In 2023, Sheriff-elect Bart Perrier invited Billy to serve as Undersheriff for Osage County in recognition of his exemplary career. After Bart’s election in 2024, Billy retired from the Skiatook Police Department, concluding 28 years of outstanding service. Today, he brings his extensive law enforcement experience and steadfast commitment to public safety to his role as Undersheriff, where he continues to serve the people of Osage County with honor and dedication.

Billy and his family are proud residents of Skiatook, Oklahoma, where they remain deeply rooted in the community they have long served.