 Kunyora kuenderera mberi kweiyi ndima - Akazvidzwa zvishoma nekushayikwa kwemikana yekutanga timu yaivepo kwaari, Walsh akatamira kuMiddlesbrough inotungamirwa neyaimbove mutambi wake Bryan Robson ye 600,000 muna Nyamavhuvhu 1995, uye akatamba mumitambo makumi matatu neshanu kubva pamakumi matatu nemasere muPremier League mwaka iwoyo wechikwata chitsva chakakwidziridzwa icho chakaenda chechina muna Gumiguru asi pakupedzisira chakakwanisa kupedzisa nzvimbo yegumi nembiri nekuda kwekutenderera kunotyisa munguva yechando. Mwaka wakatevera, zvisinei, akakwanisa kungoita gumi nemaviri ligi kuoneka nekuda kwekubuda kwaBen Roberts uye kusvika kwaMark Schwarzer. Middlesbrough yakakwanisawo kusvika kumakwikwi maviri emakwikwi emwaka wegore iroro. Mumakwikwi eLeague Cup, Walsh akatamba mukukunda kwekota yekupedzisira pamusoro peLiverpool, asi haana kusarudzwa mumutambo wekupedzisirachikwata chakatarisana neLeicester City, iyo yakakunda Middlesbrough mukudzokorora. Mumakwikwi eFA Cup akatamba mumutambo wekutanga wemushandirapamwe uchipesana neChester City, asi aisazoratidzwa mumutambo zvakare sezvo vatambi vake vakaramba vachirasikirwa ne2-0 yekupedzisira kuChelsea. Walsh haana kuzotamba nhabvu yechikwata chokutanga chechikwata cheRiverside zvakare. 