 Nyorai kuenderera mberi kweiyi ndima - Munguva yehudiki hwake, Smalling akatambira chikoro cheMillwall asati ajoina kirabhu isiri yeLeague Maidstone United. Mushure mekuzvisimbisa iye pachake muMaidstone United yekutanga timu, akasaina Middlesbrough muna Chivabvu 2008. Zvisinei, nguva pfupi mushure mekunge apinda muMiddlesbrough, Smalling akanga ane chibvumirano chake nekambani yakamiswa mushure mekusimudza kunetseka pamusoro pekusuwa kumba. Nokukurumidza pashure, muna June 2008, akasaina nokuda Premier League kirabhu Fulham. Akaita kutanga kwake kwehunyanzvi navo muna Chivabvu 2009 uye akavabatsira kusvika 2010 UEFA Europa League Finalmwaka unotevera. 