I carried the scoreboard sign for Monty's group on the third day of the Caltex Singapore Masters that Monty won a few years ago.
He was a prick on the course. All traffic cop and snarls on the way to shooting a flawless 67. One of his playing partners was Terry Price, an Aussie pro, who was a really nice guy and talked to us up and down the fairways. I was talking to Terry when Monty strode past us after smoking a three wood onto the green -- when I said "great shot" or words to that effect Monty looked at me with disdain and even a little bit of disgust or contempt.
A funny thing was that the third member of the group was a Korean pro (SK Ho, I think). Monty assumed that he spoke little or no English and so during the first 12 or so holes made various comments to Price about Ho. Not derogatory comments, but generally somewhat patronising (of the "not a bad player for a no name Asian guy" etc). Then Ho hits a lovely shot and responds to the congratulations with a couple of well formed English sentences, leaving Monty looking rather mortified!
After the round he was all smiles as he signed my wife's hat, thanked her for helping officiate and so forth.
Last year we ran into Monty at the HSBC event in Shanghai. We were in the hotel where the players were staying when Monty strode by. My wife smiled at him as he walked past (in that polite "strangers passing by" way) and Monty reciprocated with the beginnings of a smile until he realised that he didn't know my wife from Eve. He then hustled by, seemingly huffy that he had almost been tricked into giving away an unbudgeted piece of pleasantry.
Monty lived up to his reputation in our interactions with him. But I don't feel negative towards him. I think he is a complex character, which doesn't always play well with someone in the public eye. I'm not sure he is intrinsically better or worse than other sports stars, just more himself, and like with most of us it is not an always attractive self. He was my second pick for the Open after Ogilvy. He deserves to win one.