Michael Essien his contract on 12 March 2007. It was feared Essien would miss the 2008–09 Premier League season after sustaining anterior cruciate ligament damage on 5 September while playing for Ghana. However, on 7 March 2009, he came on as a substitute in the second half of the FA Cup match against Coventry City. In his second match back from the knee injury, Essien scored just before half-time to give Chelsea a vital away goal against Juventus in the Champions League first knockout round. Chelsea went on the draw the match 2–2 and through to the quarter-finals 3–2 on aggregate. He
Michael Essien to gain favour with manager André Villas-Boas. On 21 February 2012, during a Champions League match against Napoli, Villas-Boas left Frank Lampard, Essien and Ashley Cole on the substitutes' bench. Chelsea lost 3–1 and the club's technical director asked for an explanation of the team selection on behalf of Chelsea owner Roman Abramovich. On 4 March 2012, following a 1–0 league defeat against West Brom which left Chelsea three points adrift of Arsenal in the battle for fourth place in the Premier League, Villas-Boas' employment was terminated by Chelsea, with assistant manager Roberto Di Matteo being appointed as caretaker manager