Jeff Hewitt has a background in local government, beginning his tenure on the Calimesa City Council in 2010. He later served as Mayor of Calimesa before being elected to the Riverside County Board of Supervisors in 2018. Hewitt has experience in managing local fiscal policies, notably restructuring Calimesa's fire department to save the city from bankruptcy. During his time on the Board of Supervisors, he advocated for quicker business reopenings during the COVID-19 pandemic, emphasizing local control over state mandates. Hewitt has also held positions within the Libertarian Party, serving as a representative to the Libertarian National Committee.

Jeff Hewitt's political career is marked by a distinctive blend of local control advocacy and fiscal conservatism, often expressed through unconventional policy choices. Hewitt's tenure on the Calimesa City Council and Riverside County Board of Supervisors reveals a penchant for circumventing state regulations, such as establishing a city-run fire department to avoid union requirements. His push for quicker business reopenings during the COVID-19 pandemic highlights a calculated approach to economic recovery, prioritizing local fiscal interests over state guidelines. However, these calculated moves coexist with personal controversies, such as sexual harassment allegations, which complicate his ideological and ethical positioning.