We hear this phrase often, yet it always seems to be forgotten whenever we try to stack the sport’s greatest players up against each other. Typically, we see these legends ranked in order of their career accomplishments—how many major titles they won, how many weeks they spent at the top, how dominant they were at their best. That’s fine; if you’re creating a ranking list in which none of the players face each other, all you can do is tally up their statistics.

But as anyone who has ever picked up a racquet knows, tennis is not about accumulating stats. It’s not like professional golf, where players face a course, rather than each other, and the person with the lowest score wins. In tennis, you can’t just play well and let the quality of your shots carry you to victory. You must beat a living, breathing opponent who’s trying to do the same thing to you. That’s an entirely different ball game psychologically, and it’s this element of hand-to-hand combat that gives tennis its underlying edge of viciousness. The best players aren’t always the smoothest or prettiest hitters; they’re the ones who, when all is said and done, know how to make their opponents lose.

So we thought that, for TENNIS Magazine’s 50th Anniversary, rather than simply ranking the greats of the last 50 years, we would do our best to recreate the conditions under which they played. To that end, we’ve put together a Tournament of Champions. Entered are the 32 men (see bracket here)and 32 women (see bracket here)who have won the most Grand Slam singles titles, and at least one since 1965, the year TENNIS Magazine was founded. (The champions who won their Slams before ’65, from Suzanne Lenglen to Bill Tilden to Althea Gibson to Lew Hoad, aren’t included. These draws cover the TENNIS Magazine era, not the history of tennis as a whole.) They were then seeded by the number of career Grand Slam singles titles they won, as of December 2014. Ties were decided by a random draw.

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TENNIS Magazine's Tournament of Champions: A 50th Anniversary Celebration

TENNIS Magazine's Tournament of Champions: A 50th Anniversary Celebration

Of course, even within the last 50 years, the sport has changed drastically, and we can’t pretend that the legends of the 1960s were playing under the same conditions as the champions of today. Surfaces have slowed, racquets and players have grown, backhands have two hands on them now, and most players blast them from the baseline instead of following them to the net. All sports evolve, but it’s hard to think of another that has done it as rapidly and thoroughly as tennis has since it became professionalized in the late ’60s. Just trying to imagine how a match between Petra Kvitova and Evonne Goolagong, or Rafael Nadal and Roy Emerson, would play out is enough to give you an idea of how much the sport has been transformed.

Yet there’s another, opposing tradition that holds in tennis: Once a champion, always a champion. The knowledge of how to win, and the ability to beat an opponent, transcends eras and equipment. In the mid-1970s, a young Jimmy Connors won and lost several hard battles against aging Aussies Rod Laver and John Newcombe. More than a decade later, an aging Jimbo went five sets with a young Andre Agassi at the U.S. Open. Fifteen years after that, an aging Agassi went five sets at the Open with a young Roger Federer. Now an aging Federer is holding his own with the next generation.

The same continuum exists on the women’s side. In the early 1970s, a 31-year-old Margaret Court played three close matches at the majors with Chris Evert, who wasn’t much more than half her age. In the mid-’80s, Evert, now in her 30s, went 6-7 against a young Steffi Graf. At the end of the ’90s, Graf, nearing 30, split her only two matches with a teenager named Serena Williams. Great players evolve with the sport, and take on all comers.

In our imaginary tournament of the ages, these greats will play best-of-three set matches on three surfaces: The first on clay, the second on hard and the third, if needed, on grass. We polled experts from around the game, who filled out brackets and gave us a few thoughts on the matchups. The first round and round of 16 were contested in February and early March; you can catch up on all of the matches at our Tournament of Champions page.

We’ll reveal the quarterfinal, semifinal, and final rounds over the next two weeks:

**Tuesday, April 7: (1) Margaret Court vs. (8) Justine Henin [QF]

(1) Roger Federer vs. (9) Ken Rosewall [QF]**

Wednesday, April 8: (4) Martina Navratilova vs. (5) Serena Williams **[QF]

(4) Roy Emerson vs. (5) Bjorn Borg [QF]**

Thursday, April 9: (3) Chris Evert vs. (6) Billie Jean King **[QF]

(3) Pete Sampras vs. (13) John McEnroe**

Friday, April 10: (2) Steffi Graf vs. (7) Monica Seles **[QF]

(2) Rafael Nadal vs. (10) Andre Agassi [QF]**

**Tuesday, April 14: First Men's Semifinal, First Women's Semifinal

Wednesday, April 15:**Second Men's Semifinal, Second Women's Semifinal

Thursday, April 16: Women's Final

Friday April 17: Men's Final**

You can—and almost certainly will—disagree with some of our results, but that’s all part of the fun.

For more about the men's tournament, click here.

For more about the women's tournament, click here.