flˈɛmɪŋ lˈeɪɾɚ wˈɜːkt æz ɐ pˈʌndɪt ˌɔn sɛtˈæntə spˈoːɹts fɚɹə pˈiəɹɪəd dˈʊɹɹɪŋ tˈuː θˈaʊzənd sˈɪks ænd wʌz lˈɪŋkt wɪððə pəzˈɪʃən ʌv ɐsˈɪstənt mˈænɪdʒɚ tə pˈæt fˈɛnlən æt dˈɛɹi sˈɪɾi ɪnðə lˈiːɡ ʌv ˈaɪɚlənd.
Fleming later worked as a pundit on Setanta Sports for a period during 2006 and was linked with the position of assistant manager to Pat Fenlon at Derry City in the League of Ireland.