Ka kammala wannan magana: A shekara ta 1956, Kennedy ya ƙaura da iyalinsa da suke girma zuwa wajen Washington zuwa wani gida da ake kira Hickory Hill, wanda ya saya daga ɗan'uwansa John. Wannan babban gida mai dakuna 13, gidan wanka 13 yana cikin McLean, Virginia. Kennedy ya ci gaba da aiki a matsayin mataimaki ga Adlai Stevenson a lokacin zaben shugaban kasa na 1956, wanda ya taimaka masa ya koyi yadda yakin neman zabe na kasa ke aiki, a shirye-shiryen da dan uwansa, Jack zai yi a nan gaba. Ba a burge shi da Stevenson ba, an bayar da rahoton cewa ya zabi Dwight D. Eisenhower. Kennedy ya kuma kasance wakili a
1956 Democratic National Convention, bayan ya maye gurbin Tip O'Neil bisa bukatar dan uwansa John, ya shiga cikin abin da ya kasance kyakkyawan ƙoƙari na taimakawa JFK don samun takarar mataimakin shugaban kasa. Ba da daɗewa ba bayan wannan, bin umarnin mahaifinsa, Kennedy ya yi ƙoƙarin yin sulhu da J. Edgar Hoover. Da alama akwai wasu ci gaba a cikin hulɗarsu, wanda Kennedy ya zo ya gani a matsayin "buƙatar siyasa ta asali". Wannan daga baya ya canza bayan da aka nada Kennedy a matsayin babban lauya, inda Hoover ya gan shi a matsayin "barazanar da ba a taɓa gani ba".