Ka dib markii uu qalin jabiyay sharciga, Klinefeldt wuxuu u shaqeeyay Robert W. Pratt oo ka tirsan maxkamada koonfureed ee gobolka Iowa iyo Christopher Armstrong iyo Benjamin Kaplan oo ka tirsan maxkamada racfaanka ee Massachusetts. Kadib wuxuu ka shaqeeyay Boston LibbyHoopes P.C. ka hor inta uusan ku laaban Iowa si uu u shaqeeyo sidii qareen u ahaa ololihii madaxtinimada Barack Obama ee 2008
iyo xisbiga Iowa Democratic. Laga soo bilaabo 2006 ilaa 2009, wuxuu ka mid ahaa la-hawlgalayaasha Ahlers & Cooney, oo ah shirkad ku taal Des Moines. Wuxuu sidoo kale xubin ka ahaa Ururka Dastuurka Mareykanka.