Complex sentence: Sampson started his league career in 1907 with Port Adelaide and by the time he retired in 1921 he had played 160 games (he later added three more as playing coach) and was a dual Magarey Medalist.
Split into simpler sentences: Sampson started his league career in 1907 with Port Adelaide. By the time he retired in 1921 he had played 160 games (he later added three more as playing coach) and was a dual Magarey Medalist.