Complex sentence: He spent his football career of 22 years with Benfica as the captain of the team in 1909--10 and as player-coach from 1908--09 to 1915--16.
Split into simpler sentences: He spent his football career of 22 years with the club. He was captain of the team in 1909--10 and as player-coach from 1908--09 to 1915--16.