The Oliver family enjoyed a unique refereeing double when father Clive took charge of the 2009 League Two play-off final and Michael officiated the next day at the 2009 League One play-off final.
Oliver was set to become the youngest referee in the Premier League when he was appointed to a match between Fulham and Portsmouth in January 2010.[3] However, adverse weather resulted in him having to postpone the match, and an ankle operation later sidelined him until April.[4] He was promoted to the Select Group in August 2010, his first appointment being Birmingham City versus Blackburn Rovers. Oliver was 25 years and 182 days old, breaking Stuart Attwell's record as the youngest-ever Premier League referee.
Oliver was appointed fourth official for the 2013 League Cup final at Wembley Stadium. He refereed the FA Cup semi-final between Wigan Athletic and Millwall in April 2013 and in doing so became the youngest referee to take charge of an FA Cup semi-final. Wigan went on to win the FA Cup and played Manchester United in the subsequent FA Community Shield match in which Oliver was assigned as fourth official.
On 11 April 2018, Oliver refereed the second leg of the 2017–18 UEFA Champions League quarter-final between Real Madrid and Juventus. Real Madrid won the first leg 3–0 in Turin, which meant Juventus would have to win 3–0 in Madrid to take the match to extra time. Juventus led 3–0 until the 93rd minute, when Oliver awarded an injury time penalty to Real Madrid after Medhi Benatia challenged Lucas Vázquez in the box. Juventus players swarmed Oliver, with veteran goalkeeper and captain Gianluigi Buffon at the centre of the confrontation, receiving a red card for verbal abuse. Oliver also issued nine yellow cards during the match. Second goalkeeper Wojciech Szczęsny was forced to be substituted in, with the resulting penalty kick converted by Cristiano Ronaldo in the 98th minute, for a final 4–3 aggregate win for Real Madrid to advance to the semi-final.[6][7][8][9]
Several days later the police investigated threatening text messages sent to Oliver's wife, Lucy, who had her mobile number posted on social media after the game, which led to the abusive texts. They also looked into reports of banging on the front door of their home and shouting abuse through their letterbox.[10] On 11 May, Buffon was charged by UEFA over post-match comments made about Oliver,[11] with the UEFA Control, Ethics and Disciplinary Body giving Buffon a three-match ban for UEFA competition matches "for which he would be otherwise eligible", on 5 June.[12]
On 26 March 2019, Oliver was appointed to referee in the 2019 FIFA U-20 World Cup in Poland, with Simon Bennett and Stuart Burt serving as his assistant referees.[13] Oliver officiated 3 matches at the tournament, including a group A clash between Senegal and Colombia,[14] a round of 16 clash between Uruguay and Ecuador,[15] and a semi-final between Ecuador and South Korea.[16]
In a May 2022 FIFApronouncement, Oliver was listed as one of six English officials to oversee matches at that November and December's World Cup. The list also included referee Anthony Taylor and four compatriot assistant referees—Simon Bennett, Gary Beswick, Stuart Burt, and Adam Nunn.[18]