Pedzisa mutsara unotevera: Jackson akakwezva kutarisisa kweWilliam Morris Agency, kambani yakamusimudzira nekumubhuka munzvimbo dzakakura dzemakonzati nekuonekwa paterevhizheni naArthur Godfrey, Dinah Shore, Bing Crosby, naPerry Como muma1950. Kuremekedza kwake uye kuva nomufaro, chimiro chakanaka chakamuita anodikanwa navagadziri vanofambira mberi navagadziri vemitambo vaida kuratidzira munhu mutema paterevhizheni. Iye akaoneka pa
Gungano reDemocratic National Convention ra1956, richinyararidza horo ine ruzha yevakapinda ne"I See God". Miller, uyo akanga aripo, akashamiswa nazvo, achicherechedza kuti "musha makanga musina kana ziso rakaoma paakapinda". Jackson akapinda mumafirimu achitamba mufundisi mu "St. Louis Blues" (1958), uye muimbi wekuviga mu "Kutevedzera Hupenyu" (1959). Sezvo kudiwa kwake kwakawedzera, akafamba zvikuru, achiita misi 200 pagore kwamakore gumi. Iye nevateveri vake vevaimbi uye vaiperekedza vakashanyira kwakadzika muSouth, vachinetseka kuwana nzvimbo dzakachengeteka, dzakachena dzekurara, kudya, uye kutenga gasi nekuda kwemitemo yaJim Crow. Dzimwe nguva vaifanira kurara mumotokari yaJackson, Cadillac yaakanga atenga kuti nzendo refu dzive dzakanaka. Jackson akayeuka kuti, "Kutarira kwokutsamwa pakuona isu vanhu vane ruvara takagara mumotokari yakanaka kwaityisa kuona... Zvakaguma zvaita kuti tirarame nemasaga emichero yakachena masikati uye kutyaira hafu yeusiku, uye ndakanga ndaneta zvikuru panguva yandaifanira kuimba, ndaitopererwa". Jackson akatanga kuwedzera uremu. Akasakurirawo miitiro inoshamisa pamusoro pemari. Somukadzi mutema, Jackson kazhinji kazhinji aiwana zvisingabviri kuchinjisa macheki apo akanga asiri muChicago. Nokudaro zvibvumirano zvake zvaida kuti abhadharwe nemari, kazhinji kazhinji achimumanikidza kutakura makumi ezviuru zvemadhora mumasutukesi ake uye muzvipfeko zvake zvomukati.