 Kọ itẹsiwaju fun paragirafi yii - Smith gba ẹbun Grammy kẹta ati kẹrin rẹ fun iṣẹ rẹ lori Big Willie Style  Men in Black gba ẹbun Grammy fun Iṣe Rap Solo ti o dara julọ ni 40th Grammy Awards : ní February 1998, Smith sì gba àmì ẹyẹ náà lọdún tó tẹ lé e níbi ayẹyẹ 41st Grammy Awards, nígbà tí ó gba fún Gettin Jiggy wit It. Ni awọn 26th American Music Awards ni January 1999, o ti yan ni awọn ẹka ti Favorite Pop  Rock ọkunrin Artist eyi ti o padanu si Eric Clapton ati Favorite Soul  R  B ọkunrin Artist eyi ti o gba, nigba ti awọn album ti a yan fun Favorite Pop  Rock Album ati Favorite Soul  R  B Album, mejeeji ti o gba. Pẹlupẹlu ni ọdun 1999, Smith gba awọn ẹbun aworan NAACP mẹta  Oluṣere ti Ọdun, Fidio Orin ti o tayọ fun Nikan Awọn meji wa ati Oṣere Rap ti o tayọ, ati pe a pe ni Olorin ayanfẹ ni Awọn ẹbun Yiyan Awọn ọmọde 1999. 