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Nicolás Massú Fried
Born: October 10, 1979 in Viña del Mar (Valparaíso)
Massú took his first steps on the tennis court under the tutelage of his maternal Jewish-Hungarian grandfather. Massú, whose paternal lineage traces back to Lebanese and Palestinian origins, enjoyed a prolific junior career (crazy genetic heritage?). In 1998, when Marcelo Ríos ascended to the world’s top ranking, sports journalists were already heralding Massú and Fernando González as his potential successors.
Career record: 257–238 [ 225 events ]
Thomas Johansson
Born: March 24, 1975 in Linköping (ÖsterGötland)
Height: 1.79 m
Plays: Right-handed (two-handed backhand)
The Grand Slam champions from Sweden and their number of titles are as follows:
11 – Björn Borg, 7 – Mats Wilander, 6 – Stefan Edberg…
and 1 – Thomas “ToJo” Johansson, who is not related to Joachim “Pim-Pim” Johansson (the US Open ’04 semifinalist). Despite producing many distinctive players in the 80s and 90s, Sweden only saw “ToJo” joining the three great Swedes: Borg, Wilander, and Edberg as a Grand Slam titleholder. Johansson first caught my attention in 1993, as an unranked 18-year-old ‘wildcard’ (he had been recognised as a big talent already four years earlier becoming the best European under 14), when he defeated the experienced Karel Nováček, then ranked No. 17, in Bolzano. He made it to the quarterfinals, where he lost a close three-setter to Andrey Olhovskiy. Such an impressive debut – without any prior experience in Challengers or Satellites – was absolutely astonishing, and I thought he would become an extraordinary player.
I first saw him on TV in 1995, playing against Michael Stich in Vienna, a few months later against Boris Becker in Melbourne and Goran Ivanišević in Munich. However, in these three matches he didn’t make much of an impression on me, even though he won the first two sets against Becker, known as a slow-starter though. Then, in May 1996, Johansson surprised many, including myself, by dismantling Henri Leconte 6-1, 6-1, 6-4 in the Frenchman’s farewell match on Centre Court in Paris. Seeing the young, humble Swede win so convincingly in such a significant match, with the entire stadium against him, was unexpected. If someone had told me then that he would become a Grand Slam champion, I wouldn’t have believed it. He seemed too reserved, too timid to capture the biggest titles.
I always appreciated Johansson’s powerful first serve (considering his relatively modest height) and his ability to perfectly hit ground-strokes down the line from both wings. Struggling to close out tight matches could have easily dashed his hopes of ever reaching a major final. “It’s the worst what could happen. I would prefer to lose 2-6, 2-6, 2-6” said the devastated Swede after a heart-breaking quarterfinal loss at the US Open ’98. Nonetheless, more than three years later, he seized his opportunity in Melbourne, aided by fortunate circumstances (Andre Agassi‘s withdrawal, a favorable draw in the second week, and Marat Safin‘s infamous birthday party a night before the final). He stunned the tennis world by lifting the Australian Open ’02 trophy, becoming one of the most surprising Grand Slam champions in history. “I was only 24 years old, so for me, it was a huge title,” Johansson reflected on his first widely acclaimed success at the 1999 Canadian Open, a victory that undoubtedly gave him the confidence to truly believe in winning a major event. “All of the best players in the world were there. It was like an approval that if I played my best tennis, I could compete with the best. Beating Yevgeny Kafelnikov and Jim Courier, two big champions, was just amazing.” Until the end of his career, Johansson was unable to replicate his Montreal and Melbourne achievements, but he did play some of his best tennis in Autumn ’04, when he defeated Agassi in the final in Stockholm.
Two other notable results following his Australian glory, were reaching the Wimbledon ’05 semifinal and earning a silver medal in doubles at the Olympics the year before. Considering the generally strong performances of Swedish players on clay courts over the decades as well as Johansson’s super solid baseline strokes, it is inexplicable that he never reached the third round at Roland Garros in eleven appearances, and took part in only one ATP semifinal on clay (which occurred when his opponent decided not to play the quarterfinal due to injury). Johansson finished his career with a disappointing 35% win rate on clay.
Trivia: in January 2004, he made another unranked run to an ATP quarterfinal, in Adelaide, following knee surgery that had sidelined him for the entire 2003 season.
Career record: 357–296 [ 288 events ]
Career titles: 9
Highest ranking: No. 7
Best GS results:
Australian Open (champion 2002)
Wimbledon (semifinal 2005)
US Open (quarterfinal 1998 and 2000)
Davis Cup champion 1998 (didn’t play in the final)
World Team Cup champion 2008
Sergi Bruguera Torner
Born: January 16, 1971 in Barcelona (Catalonia)
Height: 1.87 m
Plays: Right-handed (two-handed backhand)
Spanish tennis had to wait eighteen years for another major title after Manuel Orantes‘ US Open victory of 1975. In the interim, players like José Higueras and Emilio Sánchez reached the top 10 but were never seen as serious Grand Slam contenders. Bruguera, initially, wasn’t either. Though he showed promise as a teenager – nearly upsetting Jimmy Connors in Hamburg in 1989 and then demolishing the veteran “one and one” in Rome a week later – his first pro years were marked by inconsistency.
Bruguera’s straight-set victory over top seed Stefan Edberg in the first round of the 1990 French Open as well as his semifinal in the same city (indoors) a few months later, hinted at his potential. He confirmed his aspiration to be a leading player on clay courts in the 90s, triumphing at Monte Carlo ’91, but it wasn’t until 1993 that he found consistency on the ‘red dirt’ when he decided to be an ultra defensive baseliner. After a mixed start to the season, Bruguera hit his stride, making deep runs in several clay-court tournaments (including his second title in Monaco – the last one at the Masters 1K level), culminating in a dominant performance at Roland Garros. His run to the final was reminiscent of Björn Borg‘s prime, including a triple bagel over former quarterfinalist Thierry Champion. In the final, Bruguera ended Jim Courier‘s twenty-match winning streak at the French Open in a gruelling four-hour battle.
When Bruguera successfully defended his title in 1994, it seemed he might rule Paris for years to come. Yet, despite his huge success, there was little remarkable about Bruguera’s tennis to remember him with sentiment. His game was built on patience and heavy topspin from both wings, frequently manufactured as he was standing two-three meters behind the baseline; the balls struck by him had very high net-clearance. Generally speaking, he waited primarily for his opponents to make mistakes. Although tall, his second serve was more of an entry point to rallies rather than a weapon, and his volleying was average at best. His forehand and backhand, while effective in constructing points from far behind the baseline, lacked the aggression seen in other contemporary Slam champions.
Bruguera’s strength laid in his passing shots, which allowed him to create impressive records against excellent serve-and-volleyers like Patrick Rafter (6-2, with a win even on Wimbledon grass!) and Pete Sampras (3-2); in defiance of his returns being generally unthreatening; he often applied a blocked forehand return. Among his fourteen career titles, only one came on a surface other than clay, a hardcourt victory in Bordeaux ’93, in the final against Diego Nargiso, a talented but underachieving Italian.
Though Bruguera tried to adapt his clay-court game to other surfaces, he never reached a major quarterfinal outside of Roland Garros. Technically-wise, his career peaked with a Masters ’94 semifinal – he was trying to be more aggressive with all his basic shots and almost made the final in Frankfurt. It seemed that he’d be dangerous on faster surfaces, fighting for the position on top of the world, but it never happened. After a semifinal loss in Paris 1995 where he was a double defending champion, he never won another title, despite playing professionally until 2002 (his streak of seven consecutive lost finals began in Rome ’95).
Bruguera’s decline could be attributed to the physical and mental demands of his game, which required him to operate at maximum capacity. By the age of 23, with two French Open titles already in hand, his motivation may have waned. Although he reached three more big finals – at the 1996 Olympics, Key Biscayne in 1997, and Roland Garros the same year – he lost all of them having been easily outplayed. After 1997, he became a mere shadow of his former self, with his shocking 2-6, 2-6, 3-6 defeat to Hernán Gumy at the 1998 French Open serving as a symbol of his fall from the top. “Currently, nothing goes my way, on and off the court,” Bruguera lamented after that first round loss, a fitting epitaph for the twilight of his career. Just four years after his second triumph in Paris, he couldn’t have won a set on his beloved clay losing thirteen in succession, not playing even a tie-break.
Career record: 447-271 [ 267 events ]
Career titles: 14
Highest ranking: No. 3
Best GS results:
Roland Garros (champion 1993-94; runner-up 1997; semifinal 1995)
Olympic Silver medal in Atlanta (1996)
Mikhail Youzhny
Born: June 25, 1982 in Moscow (Moscow Oblast in Soviet Union)
Height: 1.81 m
Plays: Right-handed
Михаил Михайлович Южный – a son of Mikhail, who served as a Soviet army colonel, carried the military tradition throughout his career, famously saluting after victories while using his “Head” racquet as a makeshift cap. Like a soldier, he consistently sported a short haircut, yet his playing style evolved significantly over the years. Early in his professional career, his backhand bore a striking resemblance to those of Björn Borg and Andrea Gaudenzi, with a two-handed swing. However, unlike Borg and Gaudenzi, who released their left hand at the moment of contact, Youzhny let go just before hitting the ball, giving his backhand a unique touch. Regular use of the slice backhand also facilitated the development of a more natural one-handed backhand over time.
Youzhny’s breakthrough came early in his career, during the 2002 Davis Cup final against France in Paris. Called upon to replace Yevgeny Kafelnikov in the deciding rubber, the young Russian found himself down two sets but staged a remarkable comeback to win the next three. This victory made him the first player in Davis Cup history to overturn a two-set deficit in the deciding fifth rubber of a final. Remarkably, Youzhny had been close to the Russian Davis Cup team long before this moment of glory, having served as a ball boy during the 1995 final.
Throughout his career, Youzhny worked with the stoic Russian coach Boris Sobkin, who recalled the early days with Mikhail and his older brother Andrey (who never played an ATP match): “Mischa was always breaking racquets and crying. Not many coaches want to work with a boy with such a strong character. They would practice on one court for 15 minutes, then be forced to move to another because a member wanted to play. This would happen all day. But there was something special in Mischa’s eyes – a sparkle, maybe. Sometimes the eyes tell more than the parents. I never saw him as a Top 10 player back then, but I knew he had something special.”
In 2002, the 20-year-old Youzhny clinched a significant title on the clay courts of Stuttgart, overcoming Guillermo Cañas in a grueling five-set final, having been down 4:1 in the final set. This victory undoubtedly influenced Shamil Tarpischev’s decision to trust Youzhny in the decisive match of the Davis Cup final later that year. Nick Bollettieri spoke highly of Youzhny, predicting a bright future. Indeed, Youzhny was a complete player who enjoyed a successful career, including two US Open semifinals (having defeated top players – they both were in the development process though – in the quarterfinals of 2006 and 2010), but one could argue he could have achieved more. Certainly, more could have been expected from him in Masters 1000 events, as he never reached the semifinals, losing six quarterfinal matches. The last loss (Shanghai ’14) was especially disappointing because he faced an opponent of similar caliber, was leading by a set and a break, yet still couldn’t secure the win.
Two key factors likely limited his success: first, his serve. Despite his ~6’0” height, Youzhny never developed a dominant serve, which could have earned him more easy points. The fact that he never served 20 aces in any of his 39 five-set matches is telling. His preparation to the serve was quite particular: he was standing a half meter behind the baseline, probably a side effect of excessive foot faults at the beginning of his career. Second, his lopsided record against Roger Federer – 17 losses, with only one match (Halle ’03) where the Russian was close to winning. Only two of their encounters were finals (Dubai ’07 and Halle ’13), but it’s impossible to know how different Youzhny’s career might have been had he managed to overcome Federer more often to improve his self-esteem.
Youzhny retired just shy of 500 main-level wins, a milestone he narrowly missed after a closely contested second-round match against Roberto Bautista Agut in St. Petersburg ’18. At thirty-six, having lost his Top 100 status after 17 years, it was a sensible decision to retire rather than chase that elusive 500th victory.
A notable trivia: Youzhny defeated Novak Đoković in two dramatic matches at consecutive events in 2007, just before Đoković ascended to serious contender status against Federer and Rafael Nadal. In Marseille, Youzhny triumphed 6-4, 4-6, 7-6 after trailing *1:4 and 4:5 (0/30) in the decider. Then, in Rotterdam, he prevailed 3-6, 7-6, 7-5, saving match points in both sets – first in the tiebreak, and then at *4:5 (15/40) in the final set. The Serb avenged those defeats to some degree winning their very long Dubai ’10 final.
Career record: 499–416 [ 418 events ]
Career titles: 10
Highest ranking: No. 8
Best GS results:
Australian Open (quarterfinal 2008)
Roland Garros (quarterfinal 2010)
Wimbledon (quarterfinal 2012)
US Open (semifinal 2006 & 2010; quarterfinal 2013)
Davis Cup champion 2002 (won clincher) and 2006 (didn’t play in the final)
John Isner
Born: April 26, 1985 in Greensboro (North Carolina)
Height: 2.08 m
Plays: Right-handed (two-handed backhand)
John Isner and Ivo Karlović (211 cm) hold a unique place in tennis history. While there were exceptional servers in the 80s, 90s, and 00s, these two towering giants introduced something entirely new to the game in the 2010s. Though both had established themselves as ATP tour players a decade earlier (Karlović in 2003, Isner in 2007), their presence on the court evolved into something almost unprecedented – a type of “tennis without tennis.” Matches against them often felt like a distinct sport where the outcome hinged on a handful of points. They racked up countless aces, engaged in innumerable tie-breaks, and frequently played marathon fifth sets. Isner, in particular, shattered previous records with his extraordinary battle against Nicolas Mahut at Wimbledon 2010.
Isner’s remarkable capabilities were on display as early as his second main-level event in Washington, 2007. He reached the final by winning five consecutive matches in deciding third-set tie-breaks – a feat that was unparalleled in tennis history. Unlike Roger Federer, who had won three straight deciding tie-breaks in 2005 across two tournaments, Isner accomplished his streak over five consecutive days on the same courts! This led many to believe that he was one of the most mentally resilient players ever. While his results from the Challenger circuit and college years painted a more nuanced picture, that week in Washington, Isner’s excessive luck defied probability. Among the five players he defeated in those tie-breaks were notable names like Tim Henman, Tommy Haas, and Gaël Monfils.
Sixteen years later, Isner retired from professional tennis. Looking back, he should feel fulfilled, having achieved far more than Karlović, who was six years his senior and possessed a similar skill set. Isner’s crowning achievement came at the 2018 Miami Open, where he claimed his biggest title after reaching three previous Masters 1000 finals (Indian Wells 2012, Cincinnati 2013, and Paris 2016). Surprisingly, he won Miami with minimal reliance on tie-breaks, breaking his opponents several times throughout the tournament. Among those he defeated were top-tier players and fellow giants, though considerably shorter than himself, like Marin Čilić, Juan Martín del Potro, and Alexander Zverev.
Throughout his career, Isner was consistently reliant on tie-breaks and extended fifth sets at major tournaments. He holds the unfortunate record for losing the most matches after holding match points (33 losses, compared to Karlović’s 22). Contrary to popular belief that such losses indicate a lack of mental toughness, Isner was anything but mentally fragile. The term “choke” doesn’t fit him. Like any seasoned player, he had matches that slipped through his fingers, but these were often due to his weaker backhand and limited movement rather than a mental collapse. No matter how skilled or confident his opponents were on any given day, they always knew what to expect against Isner – a moment in the second or third decisive set when he might face the only break(match) point, with their fate hinging on exploiting Isner’s backhand (if he had missed his first serve), forcing him to move quickly along the baseline. Beating Isner ‘7-6, 6-4’ or losing to him ‘7-6, 6-7, 4-6’ very often depended on the efficacy of his first serve at a critical juncture, regardless of how he felt the ball when hitting it from the back of the court. Tomáš Berdych was an intriguing exception, consistently breaking Isner’s serve. My explanation is that the tall Czech’s ability to hit the ball effectively at shoulder height with his backhand neutralized Isner’s kick serves, which typically troubled other opponents. Berdych was less productive returning Karlović’s serve though.
Isner was a more well-rounded player than Karlović. While the Croatian relied heavily on his serve-and-volley game, often slicing his backhands and waiting for a slower ball to attack with his forehand, Isner employed a more “one-two punch” strategy as a server, mixing up the serve speed (second serve faster than the first one, Karlović was never doing that), at times sneaking to the net behind kick-second serves. As a returner, he tended to wait until the final stages of sets to press, at which point he was much more effective than Karlović in retrieving balls. Isner even led Rafael Nadal 2-1 in sets at the 2011 French Open, a testament to his adaptability and resilience. Excluding the Laver Cup, which I don’t consider a main-level event, Nadal is the only great player born in the 1980s that Isner never defeated. Over the years, Andy Murray seemed to be Isner’s toughest opponent, but the American finally got the better of him in their ninth meeting at Wimbledon 2022, when Murray, playing with a metal hip, was far from the agile defender who had previously bested Isner at crucial moments.
With his booming serve, Isner always had the potential to reach a major final at Wimbledon or the US Open, where the electric crowd energized him. However, New York typically saw him exit in the third round, while London witnessed his deepest run in 2018 when he reached the semifinal before losing an epic match to his old college rival, Kevin Anderson. That match played a significant role in Wimbledon’s decision to introduce a tie-break in the fifth set starting in 2019.
Now that both Isner and Karlović have retired (both played their last matches at the US Open, the Croat two years earlier), Reilly Opelka (211 cm) remains the lone tennis player with the height more typical of a volleyball or basketball player. While Opelka’s movement & backhand appear better than Isner’s, and his tactical approach mirrors the latter’s, he lacks Isner’s commitment and passion. In Dallas 2022, Opelka and Isner co-created a new record for the longest tie-break. They played six times against each other: 17 sets, 14 tie-breaks (10-4 Opelka) – it explains there’s nothing special that these two US giants overcame Björn Borg‘s “eternal” record.
Career record: 489-317 [ 308 events ]
Career titles: 16
Highest ranking: No. 8
Best GS results:
Wimbledon (semifinal 2018)
US Open (quarterfinal 2011, 18)
Guillermo Cañas
Born: November 25, 1977 in Buenos Aires
Height: 1.85 m
Plays: Right-handed (two-handed backhand)
Guillermo Ignacio Cañas first picked up a tennis racquet at the age of 7, inspired by the legendary Argentinian player and his namesake, Guillermo Vilas. Although sharing a similar name didn’t propel Cañas to mirror Vilas’ achievements, he is still regarded as one of the finest Argentine players born in the 1970s, perhaps even the best. Known for his powerful physique, remarkable agility, and relentless “never-say-die” attitude, Cañas had an unbelievable ability to win points in seemingly lost situations (splits in defence), a skill unmatched before Rafael Nadal emerged. A versatile competitor, Cañas was the first Spanish native speaker in the 21st Century to reach finals on all primary surfaces: outdoors (clay, grass, hard) and indoors (hard) – and he did it in just seven months between June ’01 and January ’02. The year 2001 it was the first one when grass slowed down, certainly helping players of Cañas’ type.
His most memorable moment came in July 2002 when he claimed the title in Toronto. In retrospect, his path to the championship was nothing short of extraordinary. Cañas defeated Roger Federer (1), Paradorn Srichaphan (9), Yevgeny Kafelnikov (1), Marat Safin (1), Tommy Haas (2), and Andy Roddick (1) in succession. The numbers in parentheses denote each player’s career-high ranking (before or after that event), making his feat all the more remarkable. “Day by day, I felt more confident in my game,” said the 24-year-old Cañas, then ranked 19th. “It’s incredible to feel like you can beat anyone on the tour. Maybe I surprised myself. I knew I had the potential, but I had never executed it like this. To beat five top-10 players in one tournament feels amazing.” Cañas waited five years to contest another Masters 1000 final, which came after his return from a two-year suspension for testing positive for the diuretic hydrochlorothiazide. His ban was eventually reduced to a year, but by that time, the Argentine had lost his career-best ranking, vanishing from the list of active surnames. This marked his third extended break from the sport, with the first two in 2000 and 2003 resulting from persistent wrist injuries. Despite these setbacks, Cañas climbed back into the Top 100 within just seven months, largely thanks to his success in Challengers (five titles). He then enjoyed an ATP resurgence, defeating five Top 20 players in Miami before being schooled by ten years younger Novak Đoković in the final.
Given his ability to challenge the game’s elite across all surfaces and for his extraordinary fighting spirit, perseverance (only he and Nicolás Massú were regularly involved in three-hour Bo3 battles at the beginning of 00s), Cañas seemed destined to reach a Grand Slam semifinal at least. However, despite coming close twice – in 2002 and 2005 – he fell just short on both occasions. In 2002, facing eventual champion Albert Costa, Cañas held a 2-1 set lead and was up *4:2 (30/15) in the fourth set, only to lose the next ten games in a heartbreaking defeat.
…Fun Facts about Cañas…
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Tim Henman‘s worst torture on the court. Even though the man from Buenos Aires lost their first encounter in Toronto ’98, holding a 6-3, 5:2* lead, he won their next six meetings, including two gruelling five-setters, clinching 7-5 (French Open ’01) and 9-7 (Aussie Open ’04) in the 5th sets as well as 7-6 in the deciding 3rd set (Vienna ’01)
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He was one of the toughest challengers for Lleyton Hewitt as the Australian ascended to the top of the tennis world. It’s quite rare for two players without dominant serves to engage in marathon tie-breaks against each other, yet this is precisely what transpired between Cañas and Hewitt. Remarkably, the Argentine triumphed in both instances, on clay: a 14/12 tie-break at Delray Beach ’99, where he saved six set points, and a 15/13 tie-break at the 2002 French Open, saving five set points along the way.
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In 2007, he stunned the tennis world by defeating Federer 7-5, 6-2 at Indian Wells, ending the Swiss maestro’s 41-match winning streak. Just two weeks later, Cañas triumphed again over Federer in Miami, this time after a dramatic encounter. “I don’t know the secret to beating him,” Cañas remarked. “I just fight for every point, and maybe that’s why I won. Playing great tennis against Federer – it’s like living a dream.”
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He holds the unique and somewhat dubious distinction of being the only player known to lose a match after leading two sets to love and 5:0! This nightmarish collapse occurred in his Davis Cup vital debut in 1999, where he fell to Venezuela’s Maurice Ruah 6-3, 6-3, 6-7, 3-6, 3-6 in Caracas, without holding a match point. Argentina still won the tie 4-1.