John Terry set out to capture a moment of Chelsea glory. Instead, his phone recorded one of the most painful twists of their season.

Watching from home in his Chelsea tracksuit, the former club captain went live on social media during the second leg of the Carabao Cup semifinal against Arsenal. With Chelsea chasing the tie after a 3-2 defeat in the first leg at Stamford Bridge, Terry aimed to film what he hoped would be a dramatic late equaliser and his own jubilant reaction.

As the clock ticked down at the Emirates, Terry urged his old club on, speaking directly to the screen while the broadcast played in the background. “We need a goal, not a bad performance tonight,” he said, his voice tight with tension. When Chelsea pushed forward, he leaned into the moment. “Go on, get in the box, come on, deliver,” he urged, convinced a decisive chance was coming.

“Last chance, last chance,” he muttered, as Chelsea’s attack faltered and possession turned over. Convinced the move had broken down, Terry tried to console himself. “Offside, anyway,” he said, assuming the danger at the other end would be cut short.

Instead, the danger was only beginning. Arsenal broke quickly, and Kai Havertz, the forward who once wore Chelsea blue, surged through and finished clinically. The goal, which stood without an offside flag, sealed a 1-0 win on the night and sent Arsenal into the final.

Terry’s live stream captured the brutal irony in real time. As Sky Sports’ commentary declared, “Chelsea’s former player comes back to haunt them,” the man who captained Chelsea to multiple trophies fell silent, staring at the screen. After a long pause, he exhaled heavily. “That’s the end of our cup run. Surely he’s offside, though?” he said, more in hope than expectation.

For Chelsea, the defeat confirmed their exit from the competition and underlined a frustrating campaign. For Arsenal, it marked the end of a long wait to reach another final. For Terry, it produced an unforgettable clip: a club legend trying to film a Chelsea winner, only to immortalise an Arsenal one instead.