Kammala jumla mai zuwa: Masu tseren Duesenberg sun ci gaba da inganta ayyukansu kuma sun mamaye tseren Indianapolis 500-mile na shekara-shekara a cikin 1920s. A cikin 1920 Tommy Milton da Jimmy Murphy sun sami matsayi na uku da na huɗu a cikin masu tsere na Duesenberg a Indianapolis 500 na wannan shekarar. Filin don tseren a cikin 1921 ya haɗa da Duesenberg takwas da aka gina tseren tsere. Motar ƙungiyar Duesenberg, wanda Roscoe Sarles ya tuka, ya gama a matsayi na biyu. Motocin tsere da Duesenberg ya gina sun dauki takwas daga cikin wurare goma na farko a tseren mil mil 500 na Indianapolis a 1922, gami da motar da ta ci nasara, wanda Murphy ya tuka, da kuma na biyu, wanda rookie Harry Hartz ya tuka. Ƙungiyar
Indianapolis 500 a shekarar 1923 ya kasance mafi ƙasƙanci ga ƙungiyar Duesenberg. Wade Morton, direban kungiyar Duesenberg, ya fara ne a matsayi na ashirin da hudu a fagen, amma ya gama a matsayi na goma. Masu tseren da Duesenberg ya gina sun lashe uku daga cikin tseren Indianapolis 500-mile tsakanin 1924 da 1927. Direban Lora L. Corum da direban taimako Joe Boyer sun lashe tseren a 1924; direban Pete DePaolo da direban taimako Norman Batten sun lashe tseren a 1925; kuma George Sanders ya lashe tseren a 1927 a cikin motar da aka gina ta Duesenberg mallakar Bill White. Gudanar da tseren tseren Duesenberg a 1925, DePaolo ya zama na farko na Indianapolis 500-mile mai cin nasara a matsakaicin fiye da. A cikin tseren 1926 DePaulo ya gama a matsayi na biyar a tseren da aka rage ruwan sama, yayin da motar motar Duesenberg ta biyu, wanda direban rookie Ben Jones ya tuka, ya sami matsalolin inji kuma ya yi hadari kafin ƙarshen tseren. Kungiyar Duesenberg ta ci gaba da kasancewa a cikin manyan goma a tseren mil 500 na Indianapolis na 1928 da 1929. A cikin tseren 1928 Fred Frame ya tuka motar tseren Duesenberg zuwa na takwas, yayin da Jimmy Gleason ya tuka motar ƙungiyar Duesenberg zuwa na goma sha biyar. A cikin tseren 1929 sakamakon ƙungiyar ya inganta tare da Gleason yana ɗaukar na uku kuma Freddy Winnai ya gama a matsayi na biyar.