Tuhia he haere tonu mo tenei whitianga - I tiimata te mahi torangapu a Keenan i te ruuma o te tari o Ted Kennedy i te 2003, i mua i tana haere ki te noho hei kaiawhina ture mo te senate. Whai muri i tana mahi hei kaiawhina kaimahi mo te Komiti Hauora, Maatauranga, Mahi me nga Pension o te Senate, i whiwhi a Keenan i te tohu paetahi mo nga kaupapa here a te iwi i te John F. Kennedy School of Government, e ako ana i te tuhi korero me te tuku korero i raro i a Steve Jarding. I te tau 2007, i haere a Keenan ki te mahi whakangungu i te raumati i roto i te tuhi korero mo te kaupapa perehitini a Barack Obama
, e mahi ana i raro i a Jon Favreau, i mua i tana hokinga ki te Kura o Kennedy hei whakaoti i te tau tuarua o ana akoranga. I uru tonu ia ki te kaupapa i roto i te tau, i rere ki Iowa i te wa o te hararei Kirihimete ki te awhina i te whakarite mo nga huihuinga o Iowa. Whai muri i te whakaaetanga a Hillary Clinton i te Pipiri 2008, ka hoki mai a Keenan hei kaimahi wa-katoa mo te kaupapa perehitini a Obama.