Kammala wannan jumla: Maitland ya koma Glasgow Warriors a 2012, kuma ya lashe gasar farko a Scotland a farkon kakar wasa ta bana.
Gasar Cin Kofin Kasashe Shida ta 2013. Bayan shekaru 3 yana wasa da Glasgow Warriors, Maitland ya koma London Irish, kuma a 2016 zuwa Saracens. A lokacin da yake Saracens ya lashe kofin Premier biyu a 2018 da 2019, inda ya zira kwallaye a wasan karshe na 2019. Ya kuma taimaka wa Saracens lashe Kofin Zakarun Turai a shekarar 2019, inda ya zira kwallaye a wasan karshe. A baya ya rasa nasarar Saracens a gasar cin kofin zakarun Turai ta 2017 saboda rauni.