 A St. Jago High School teammate yaYohan Blake, Ashmeade akatanga kubudirira mumakwikwi ekumhanya semutambi wechidiki: pa2006 Central American neCaribbean Junior Championships akakunda mumwe wake Dexter Lee kuhwina mukwikwidzi wemamita zana, akahwina runner-up kuna Ramone McKenzie pamusoro pemamita mazana maviri, uye akabatana nevaviri kuti vauye neJamaica mukwikwidzi we4 × 100 metres relay. Imwe menduru yakauya kumuduku weJamaican pa2007 World Youth Championships in Athletics, kwaakange ari wechipiri kuna Lee mumamita zana, akamhanya mamita mazana maviri mumasekondi makumi maviri nemakumi manomwe neshanu kuti awane menduru yebronze, uye akabatsira timu yenyika kune imwe bronze mu sprint medley relay. Akakwikwidza kuPenn Relays muna 2008 uye akamiririra chikoro chake, St. Jago High School sangano rinozivikanwa nekugadzira vatambi venhabvu. 