 Nyorai kupfuurira kweiyi ndima - Simmons akavamba norutivi rwake rwomusha, Blackwell Colliery. Muna 1908 akatamira kuSheffield United. Aive nhengo yechikwata cheSheffield United chakakunda mukombe weFA muna 1915. Manchester Guardian yakataura kuti ndiye mutambi anonyanya kukwezva pamunda uye kurwisa kwake nekukurumidza, kwaakasanganisa pakati pekumhanya pasi pemapapiro uye kuburikidza nepakati, akasiya dziviriro yeChelsea yakamira. Akahwina chibodzwa chokutanga chomutambo wacho nguva pfupi nguva yehafu isati yapera apo akavhara muchinjikwa muchikona chokumusoro chomumbure. 