Waxad ku qortaa sii wadida cutubkan - Naylor wuxuu tijaabis la yeeshay kooxda Leeds United sanadkii 1977, laakiin kuma uusan saxiixin kooxda wuxuuna ku biiray kooxda Yorkshire Amateur sanadkii xigay. Wuxuu saxiixay foomamka ardayga ee Lincoln City bishii Febraayo 1979 ka hor inta uusan u noqon xirfadle bishii Juun 1980. Intii uu joogay Lincoln wuxuu waqti amaah ah ku qaatay Kettering Town, Peterborough United iyo Crewe Alexandra. Bishii Febraayo 1986 wuxuu u dhaqaaqay West Bromwich Albion lacag dhan £ 110,000. Waxa uu sidoo kale u ciyaaray Bristol City, Mansfield Town ( amaah ahaan), Exeter City iyo Rushden &amp; Diamonds, sidoo kale wuxuu ku guuleystay seddex kulan kooxda England B. Bishii Maajo 1985 wuxuu ahaa markhaati ka ah riyo xumo markii 56 daawadayaal ah ay ku dhinteen dab ba'an
anigoo u ciyaarayay Lincoln anigoo ka hor ciyaarayay Bradford City.