Rubuta ci gaba don wannan sakin layi - Bayan makarantar shari'a, Klinefeldt ya yi aiki ga Robert W. Pratt na Kotun Gundumar Amurka don Kudancin Gundumar Iowa da kuma Christopher Armstrong da Benjamin Kaplan na Kotun daukaka kara ta Massachusetts. Daga nan sai ya yi aiki a Boston a LibbyHoopes P.C. kafin ya koma Iowa don yin aiki a matsayin mai ba da shawara ga Barack Obama 2008 yakin neman zaben shugaban kasa
da Jam'iyyar Democrat ta Iowa. Daga 2006 zuwa 2009, ya kasance abokin tarayya a Ahlers & Cooney, wani kamfani a Des Moines. Ya kuma kasance memba na Kungiyar Tsarin Mulki ta Amurka.