Complex sentence: His first full season in charge, 2005--06, saw York finish in 8th place, three places from the play-offs, which was achieved in the 2006--07 season, where York were beaten 2--1 by Morecambe in the second leg.
Split into simpler sentences: His first full season in charge, 2005--06, saw York finish in 8th place, three places from the play-offs. The play-offs were achieved in the 2006--07 season, where York were beaten 2--1 by Morecambe in the second leg.