Rubuta ci gaba ga wannan sakin layi - A shekara ta 1981, yana da shekara 23, Crumpton ya zama matashi mafi ƙanƙanta a cikin aji a CIA. Ya fara aikinsa a CIA a sashen Afirka a Liberia a shekarun 1980. A cikin 1998-99 ya yi aiki a matsayin mataimakin shugaban a FBI's International Terrorism Operations Section, yayin da yake aro daga CIA. A shekarar 1998 ya binciki hare-haren bam na al Qaeda a ofisoshin jakadancin Amurka a Kenya da Tanzania da kuma harin 2000 na USS Cole
a gabar tekun Yemen. Ya kasance tare da Afghanistan har zuwa shekara ta 2002 lokacin da ya koma zuwa ayyukan da ya fi kwanciyar hankali. Ya kasance mataimakin darektan cibiyar yaki da ta'addanci daga 1999 zuwa 2001, kuma shugaban daya daga cikin sassan hukumar mafi asirin, Sashin Kula da Albarkatun Kasa, daga 2003 zuwa 2005. A matsayinsa na shugaban sashen albarkatun kasa ya dauki hayar darektan CIA na yanzu Gina Haspel a matsayin mataimakinsa. Ya kuma kasance shugaban amsar Amurka a asirce a Afghanistan ga harin 11 ga Satumba, 2001, wanda ya jagoranci juyin mulkin kwanaki 90 na Taliban. Ya yi aiki ga CIA na tsawon shekaru 24, ya yi aiki a matsayin Mai Gudanar da Ma'aikatar Harkokin Wajen don Ta'addanci tare da matsayi na jakadan-at-large, kuma ya yi ritaya daga aikin gwamnati a shekara ta 2007.