Steve McClaren's managerial career lies in ruins once more after his failure to guide Jamaica to the 2026 World Cup forced his resignation, brutally echoing his infamous England sacking from 2007.
A Caribbean Dream Turns Sour
The former England boss sealed his own fate following a goalless draw with Curacao at Jamaica's National Stadium. This result meant the Reggae Boyz failed to progress from their qualification group, dashing hopes of a place at the tournament in North America.
McClaren, who was expected to lead Jamaica to the finals given the automatic qualification of co-hosts USA, Mexico, and Canada, saw his plans unravel. Instead of a triumphant campaign, he found himself living a nightmare that reportedly reduced him to tears, a stark contrast to the fairytale experienced by opponents Curacao.
Echoes of a Painful Past
The situation revives horrible memories for McClaren, who was sacked as England manager in 2007 after failing to qualify for Euro 2008. That dismissal earned him the infamous nickname 'the wally with a brolly' after he was pictured holding an umbrella during a decisive Wembley defeat to Croatia.
Almost two decades later, his reputation has taken another severe hit, with some now labelling him the 'joke of Jamaica'. The irony is particularly sharp, as after his England dismissal, McClaren sought solace with a holiday in Barbados.
Curacao's Historic Triumph
While McClaren's world collapsed, Curacao created history. The tiny nation, with a land mass of just 171 square miles and a population under 157,000, became the smallest country ever to qualify for a World Cup.
They achieved this remarkable feat by going undefeated throughout their qualification campaign, topping Group B with 12 points. They earned their crucial point in Jamaica despite being without their head coach, Dick Advocaat, who was absent for personal reasons.
In a statement, McClaren said: "Over the last 18 months I have given everything I have to this job. Leading this team has been one of the greatest honours of my career. But football is a results business and we have fallen short of our goal."
He added, "After deep reflection, and an honest assessment of where we are and where we need to go, I have decided to step down as head coach."
While Jamaica still has a mathematical chance of reaching the World Cup through the inter-confederation play-offs, McClaren will not be the man to lead them. His future in football management now appears profoundly uncertain, leaving his career in tatters for a second, devastating time.