And at the age of 47, there's a really good chance he'll never fill that gaping hole. But speaking to the Daily Mail, Monty had no trouble saying he thinks Europe is on the verge of taking over golf's biggest stage.
"I know it's a staggering statement when you think the South Africans are going through a purple patch, America will always be a powerhouse, the players Australia has got and the fact the competition from Asia is only going to get stronger," Montgomerie told the Mail. "But that's how good I think the leading Europeans have become.
"The last time we were at Congressional was in 1997 when he had just won the Masters by 12 and everyone knew we were moving into the Tiger Woods era. Now look at the landscape. Over the next five years, the Europeans have got to be thinking to themselves that they've got this massive open goal to aim at, and I expect them to win at least 10 of the next 20 majors."
That's a very bold prediction, especially when you consider that since golf established the four major championships with the addition of the Masters in 1934, only once -- 1994 season -- has an American failed to win a major in a calendar year.
Sure, foreign-born players currently hold all four major championships, but two of them are currently held by South Africans. Europe has a ton of talent at the moment, but if you're going on past history, the chances of Europe winning 10 of the next 20 is a stretch.
But like all predictions, we'll have to wait and see how it plays out before labeling Monty as a clairvoyant or an idiot.
- Colin Montgomerie