‘The hardest loss’ – Jordan Spieth caddie moved to tears by the one moment he wants back

Jordan Spieth has had a remarkable career in golf, rising to world No. 1 and winning three major championships alongside multiple Ryder Cups and 13 PGA Tour titles. Through it all, his longtime caddie, Michael Greller, has been by his side, sharing in both the triumphs and the heartbreaks.

One particular memory still brings Greller to tears: the 2015 Open Championship at St Andrews, where Spieth, after winning the year’s first two majors, was tied for the lead with two holes to go.

The outcome that day hinged on a critical shot at the 18th hole, where Spieth’s aggressive approach left him just short, eliminating his chance for a playoff spot. Reflecting on that moment, Greller shared how much he wished he could have that shot back.

For Greller, that loss was not only Spieth’s hardest but his own as well. He recalled how deeply it affected him, admitting, “I actually cried after that one.” Greller’s emotional response was rooted in how close Spieth was to a historic achievement, with a genuine chance at three major titles in a single season.

The missed birdie opportunity on the 18th hole at St Andrews left Spieth tied instead of progressing to a playoff, and Greller has often wondered if a different strategy might have changed the outcome. Later that year, Spieth finished second at the PGA Championship, narrowly missing a season sweep of all four majors.

Greller’s heartfelt recollection underscores the emotional weight caddies carry, sharing the pressure, the high stakes, and the deep regrets of the sport’s toughest losses.