ɪn fˈɛbɹuːˌɛɹi tˈuː θˈaʊzənd sˈɪkstiːn, flˈɛmɪŋ dʒˈɔɪnd fˈɔːɹmɚ bɚɹˈoʊ tˈiːmeɪt kɹˈeɪɡ hˈɪɡnɪt æt hˈɑːɹtlɪpˌuːl juːnˈaɪɾᵻd æz ɐsˈɪstənt mˈænɪdʒɚ.
In February 2016, Fleming joined former Boro teammate Craig Hignett at Hartlepool United as Assistant Manager.