Kammala wannan jumla: Mahaifin Bennett, Ken Bennett, ya shiga cikin siyasar Jam'iyyar Democrat a matakin gida da na kasa. Ken Bennett ya yi aiki ga Barack Obama a matsayin wanda shugaban ya nada kuma a matsayin mai taimakawa. Ken Bennett ya kuma yi aiki a kan
Ya yi aiki a matsayin mataimakin magajin garin Chicago Rahm Emanuel kuma a matsayin mataimakin shugaban kamfen na magajin garin Chicago na 2019 don Toni Preckwinkle. Duk da alaƙar danginsa da Jam'iyyar Democrat, Bennett ya kira kansa mai jefa ƙuri'a mai zaman kansa, kodayake yana da tarihin tallafawa Democrats. Bennett ya ba da gudummawa tare da yakin neman sake zaben Barack Obama ta hanyar banki ta waya a Hyde Park, Chicago kuma ya ba da jawabai a Jami'ar Cibiyar Siyasa ta Jami'ar Chicago.