 Nyorai kupfuurira kweiyi ndima - Muna 1980 apo vakanga vachirekodha dambarefu rokutanga reboka racho, Reilly akanga agamuchira chipo chaibva kuna Gus Dudgeon mugadziri waElton John, uyo ave afa kubva ipapo chokutanga basa roga roga mukutsinhana nokusiya dzimwe nhengo dzeboka kumidziyo yavo vamene. Zvisinei Reilly akaramba uye akaomerera pakunamatira nedzimwe nhengo sezvo ivo vakamuitira zvakafanana kusvika panguva iyoyo. Mushure mekusiya boka iri pakati pemakore ekuma1980 akatamira kuSavannah, Georgia ndokutanga basa rake roga. Paaiva muSavannah, akarekodha dambarefu rakanzi Savannah Souvenir iro raive nezvakawanda zvemakiyi aReilly uye nenzwi uye rakagadzirwa naPhil Hadaway. Muna 1988 akanga ari wokupedzisira muIrish inopisa yeEurovision Song Contest nenziyo Lifeline. Reilly akadzoka kuzopedza wechipiri muchiitiko ichi muna 1990 ne Kune imwe nzvimbo muEurope. Akaita izvi paEurovision Song Contest 1990yakaitwa muZagreb uye yakaiswa pamwe chete panzvimbo yechipiri pamakwikwi makumi maviri nemaviri. Semunyori, Reilly akadzokera kuEurovision muRome muna 1991 uko rwiyo rwake Could It Be That Im in Love, rwakaitwa naKim Jackson, rwakaiswa zvakaenzana chegumi. 