Who's Your Caddy?: Looping for the Great, Near Great, and Reprobates of Golf Hardcover - 2003

The funniest and most popular sportswriter in America abandons his desk at Sports Illustrated to caddy for some of the world's most famous golfers, and some celebrity duffers, recounting it all in this hilarious and revealing look at the world of golf.Who knows a golfer best? Who's with them every minute of every round, hears their muttering, knows whether they cheat? Their caddies, of course. So sportswriter Rick Reilly figured that he could learn a lot about the players and their games by caddying, even though he had absolutely no idea how to do it. Amazingly, some of the best golfers in the world--including Jack Nicklaus, David Duval, Tom Lehman, John Daly, Casey Martin, and Jill McGill--agreed to let Reilly carry their bags at actual PGA and LPGA Tour events. To round out his portrait of the golfing life, Reilly also caddied at the Masters, persuaded Deepak Chopra and Donald Trump to use him as a caddy, accompanied high-rolling golf hustlers in Las Vegas around the course, and carried the bag for a blind golfer. In Who's Your Caddy?, Reilly chronicles his experiences in the same inimitable style that makes his back-page column for Sports Illustrated a must-read for more than twenty million people every week. From his laugh-out-loud portrait of Deepak Chopra decomposing on the green, to his portraits of good ol' boys who bet $100,000 a round, to his hilarious descriptions of his own ineptitude as a caddy, to his insights into what makes the greats of golf so great, Reilly combines a wicked wit with an expert's eye in a most original and entertaining look at golf. Who's Your Caddy? is the next best thing to a great round of golf. It is sure to delight low-handicappers, high-handicappers, and everyone in between.From the Hardcover edition.

Having never caddied in my life, I needed a smallish place to start out, away from the spotlight, a podunk kind of tournament.