Rapper akabudirira BoB inotiratidza vhidhiyo yake nyowani nyowani, yeiyo imwechete «Zvakanakisa«, Iyo ichave yekutanga yeayo nyowani uye yechipiri dambarefu 'Anoshamisa Makore', ichavhurwa gore rino. Bobby Ray Simmons, akazvarwa munaNovember 15, 1988, anonyanya kuzivikanwa saBoB, muimbi weAmerican muimbi uye mugadziri akabatana neGrand Hustle Records uye Atlantic Records zvinyorwa. Rose kumukurumbira naiye 2008 asina kuroorwa "Haterz Kwese Kwese."
Kufuridzirwa kwake mimhanzi yemakore makumi masere. Kubva pazera diki BoB Akaratidza kugona kwemimhanzi paakatanga kuridza hwamanda kuchikoro chesekondari, uku muna 2008 mugadziri Jim Jonsin akamushandira kunoshanda kuRebel Rock Records. Akaonekwa ku2010 MTV Vhidhiyo Music Awards uko kwaakaita zvikamu zvevamwe vake 'Nothin' pauri 'naBruno Mars uye' Ndege 'naHayley Williams.
'BoB Inopa: Iyo Adventures yaBobby Ray'ya2010 yaive yake yekutanga dambarefu, iyo yakasvika nhamba 1 paBillboard. Zvino, gore rino, musi waMay 1, ichauya 'Anoshamisa Makore', iyo inonyatso dzokorora chiitiko chekutanga kwake. Isu tatoona clip yeiyo track track, iyo yaanotamba pamwe chete naLil Wayne.