Nostalgic America
The 20 Winningest Athletes Of All‑Time
By Bruce Berns · November 4, 2024
Bill Russell
Few athletes transcend their sport to become cultural icons, but this remarkable collection of champions did exactly that.From Bill Russell's revolutionary defense to Wayne Gretzky's untouchable records, these 20 athletes didn't just win games – they transformed how their sports were played. Each legend on this list dominated their era with unprecedented achievements, collecting championships, medals, and records while inspiring generations of future stars.
Whether it was Muhammad Ali's magnetic charisma, Michael Jordan's competitive fire, or Tiger Woods' mental toughness, these athletic titans set standards of excellence that continue to resonate today. Their combined achievements tell a story not just of victory, but of innovation, perseverance, and lasting impact on sports history. Getty Images / Nostalgic America, Inc.
Bill Russell
Bill Russell is celebrated as one of basketball’s greatest champions, winning 11 NBA titles in 13 seasons with the Boston Celtics from 1957 to 1969. Getty Images / Nostalgic America, Inc.
Bill Russell one of basketball’s greatest champions!
Known for his defensive prowess, shot-blocking, and leadership, Russell redefined the center position. He won five MVP awards and is recognized as a trailblazer in team defense. Russell also made history as the NBA’s first Black head coach, leading the Celtics to two championships as a player-coach. His unmatched success in championships and his influence on defense solidified his legacy, making him one of the most impactful players in basketball history. Getty Images / Nostalgic America, Inc.
Lew Alcindor (Kareem Abdul-Jabbar)
Kareem Abdul-Jabbar, formerly known as Lew Alcindor, is the NBA’s all-time leading scorer with 38,387 points, thanks to his signature skyhook shot. He won six NBA championships—one with the Milwaukee Bucks and five with the Los Angeles Lakers—and was named MVP six times. Known for his consistency and dominance over 20 seasons, Abdul-Jabbar was an integral part of the Lakers’ “Showtime” era, contributing to their dynasty in the 1980s. Before his NBA career, he led UCLA to three NCAA titles and a 88-2 record under coach John Wooden, establishing himself as one of the greatest winners in sports. Getty Images / Nostalgic America, Inc.
Babe Ruth
Babe Ruth transformed baseball, leading the New York Yankees to seven American League pennants and four World Series titles. Known for his home run power, he set numerous records, including hitting 60 homers in a single season (1927), a record that stood for 34 years. Ruth’s 714 career home runs made him the home run king for decades. Before joining the Yankees, Ruth won three World Series titles as a pitcher with the Boston Red Sox. His legendary home run feats and larger-than-life personality helped popularize baseball, solidifying his status as one of the greatest athletes of all time. Getty Images / Nostalgic America, Inc.
Bill Walton
Bill Walton, a dominant force in college and professional basketball, led UCLA to two NCAA championships under Coach John Wooden, winning three consecutive College Player of the Year awards. In the NBA, Walton won two championships, one with the Portland Trail Blazers in 1977—where he earned Finals MVP—and another with the Boston Celtics in 1986. Known for his rebounding, passing, and defense, Walton was also awarded NBA MVP in 1978. Despite frequent injuries, Walton’s contributions to his teams’ success and his basketball IQ made him one of the game’s great winners and a beloved figure in sports. Getty Images / Nostalgic America, Inc.
Bob Cousy
Bob Cousy, the “Houdini of the Hardwood,” was a six-time NBA champion with the Boston Celtics, leading the league in assists eight times during his career. Known for his dazzling ball-handling, passing, and leadership, Cousy helped the Celtics establish their dynasty in the 1950s and early 1960s. He won the NBA MVP award in 1957 and was a 13-time All-Star. Cousy’s innovative playmaking and fast-break style reshaped point guard play, creating a lasting impact on the game. His contributions to the Celtics’ championship success and his pioneering skill set left an indelible mark on basketball history. Getty Images / Nostalgic America, Inc.
Bobby Jones
Bobby Jones is renowned for his dominance in golf during the 1920s, achieving the sport’s original Grand Slam in 1930 by winning the U.S. Open, British Open, U.S. Amateur, and British Amateur. As an amateur, Jones won 13 major championships, making him one of the most celebrated golfers of his time. Known for his sportsmanship and dedication to the amateur spirit, Jones co-founded Augusta National Golf Club and established The Masters Tournament. His exceptional achievements, both on and off the course, helped elevate golf’s popularity and influence, cementing his legacy as a true gentleman of the sport. Getty Images / Nostalgic America, Inc.
Edwin Moses
Edwin Moses dominated the 400-meter hurdles, going undefeated for nearly a decade with a 122-race winning streak from 1977 to 1987. He won gold medals at the 1976 Montreal Olympics and the 1984 Los Angeles Olympics, setting world records multiple times throughout his career. Moses was known for his efficient stride pattern and mental toughness, which helped him achieve a level of consistency unmatched in track history. His impact extended beyond his medals, as he worked to improve athletes' rights and drug-testing policies, making Moses not only a champion on the track but also a leader in sports governance. Getty Images / Nostalgic America, Inc.
John Havlicek
John Havlicek, known for his relentless energy and clutch play, won eight NBA championships with the Boston Celtics. Known as “Hondo,” he was instrumental in the Celtics’ success in the 1960s and 1970s, earning a reputation for his endurance, scoring ability, and defensive skills. His iconic steal in the 1965 Eastern Conference Finals remains one of basketball’s most memorable moments. Havlicek was a 13-time All-Star and a two-time NBA Finals MVP. His versatility and commitment to winning established him as a quintessential Celtic, admired for his teamwork and competitive spirit, making him one of the game’s greatest winners. Getty Images / Nostalgic America, Inc.
Jesse Owens
Jesse Owens’ achievements at the 1936 Berlin Olympics remain some of the most significant in sports history. Owens won four gold medals in the 100 meters, 200 meters, long jump, and 4x100 meter relay, defying Nazi ideology of racial superiority. His performance showcased his remarkable speed and skill, setting world records and captivating global audiences. Owens’ victories became symbols of resilience and equality, challenging stereotypes and inspiring generations. Despite facing racial prejudice in the U.S., Owens’ athletic accomplishments and his impact on social justice have left an indelible legacy, cementing his place as one of history’s most celebrated athletes. Getty Images / Nostalgic America, Inc.
Joe Montana
Joe Montana, known as “Joe Cool,” won four Super Bowl championships with the San Francisco 49ers, earning three Super Bowl MVP awards and cementing his legacy as one of the NFL’s greatest quarterbacks. Known for his calm demeanor and pinpoint accuracy, Montana led numerous game-winning drives, including the famous “The Catch” in the 1981 NFC Championship. His Super Bowl record, where he won all four appearances without throwing an interception, showcased his poise and clutch performance. Montana’s leadership, ability to deliver in high-pressure moments, and his role in creating a dynasty with the 49ers made him a legendary figure in football. Getty Images / Nostalgic America, Inc.
Sandy Koufax
Sandy Koufax is celebrated as one of baseball’s greatest pitchers, leading the Los Angeles Dodgers to four World Series titles (1955, 1959, 1963, 1965). Known for his powerful fastball and devastating curve, he won three Cy Young Awards and two World Series MVPs, including a perfect game in 1965. Despite chronic arm pain, Koufax dominated during the 1960s, retiring at his peak. His decision to sit out a 1965 World Series game for Yom Kippur underscored his integrity. Koufax’s achievements on the mound and his commitment to his values made him a revered figure in baseball history. Getty Images / Nostalgic America, Inc.
Larry Bird
Larry Bird is regarded as one of the NBA’s greatest players, leading the Boston Celtics to three championships in the 1980s (1981, 1984, 1986). Known for his shooting, passing, and competitive drive, Bird was a three-time NBA MVP and a 12-time All-Star. His rivalry with Magic Johnson reinvigorated the NBA, drawing fans to the Celtics-Lakers battles. Bird’s iconic performances, including his clutch shots and remarkable basketball IQ, made him a Celtics legend. His relentless pursuit of victory and his impact on the game’s popularity and style solidified Bird’s legacy as a champion and one of basketball’s finest players. Getty Images / Nostalgic America, Inc.
Magic Johnson
Magic Johnson led the Los Angeles Lakers to five NBA championships during the 1980s, establishing the “Showtime” era with his exceptional playmaking, charisma, and leadership. Known for his court vision and versatility, Magic could play all five positions, enabling him to adapt to various team needs. He won three MVP awards and three Finals MVPs, solidifying his status as one of the NBA’s greatest. His storied rivalry with Larry Bird helped elevate the NBA’s popularity. Magic’s combination of skill, style, and leadership, along with his transformative influence on the game, solidified his legacy as a basketball legend. Getty Images / Nostalgic America, Inc.
Mark Spitz
Mark Spitz made Olympic history at the 1972 Munich Games by winning seven gold medals, each in world-record time. His victories in freestyle and butterfly events established him as one of the most dominant swimmers of all time. Known for his distinctive mustache and confidence, Spitz’s accomplishments set a high standard for Olympic excellence, a record that stood until Michael Phelps surpassed it in 2008. His achievements in Munich earned him international fame, popularizing competitive swimming in the United States and beyond. Spitz’s winning legacy is celebrated as a benchmark of Olympic greatness and American athletic achievement. Getty Images / Nostalgic America, Inc.
Michael Jordan
Michael Jordan, widely regarded as the greatest basketball player ever, led the Chicago Bulls to six NBA championships in the 1990s, earning six Finals MVP awards. Known for his scoring, defensive prowess, and clutch performances, Jordan’s competitive spirit and athleticism transformed the Bulls into a dynasty. His iconic moments include “The Shot” against Cleveland and the flu game in the 1997 Finals. A five-time league MVP, Jordan’s influence extended beyond the court, helping globalize the NBA and making “Air Jordan” a cultural phenomenon. His winning mentality and relentless drive have made him a symbol of excellence in sports. Getty Images / Nostalgic America, Inc.
Muhammad Ali
Muhammad Ali, one of boxing’s all-time greats, won three heavyweight titles, becoming the first to do so. Known for his agile footwork and self-proclaimed “float like a butterfly, sting like a bee” style, Ali captivated fans worldwide. Key victories include his 1964 upset over Sonny Liston, the “Fight of the Century” against Joe Frazier, and the “Rumble in the Jungle” where he defeated George Foreman in 1974. Ali’s charisma and courage extended beyond the ring, as he took principled stands on civil rights and the Vietnam War. His legacy as a champion and activist remains deeply influential. Getty Images / Nostalgic America, Inc.
Reggie Jackson
Reggie Jackson, known as “Mr. October” for his postseason heroics, helped the Oakland Athletics and New York Yankees win five World Series titles. His defining moment came in Game 6 of the 1977 World Series when he hit three home runs on three consecutive pitches, securing the Yankees’ championship and earning him World Series MVP honors. Jackson’s powerful swing and clutch performances made him a baseball icon and a fan favorite. His playoff dominance and charismatic personality exemplified his status as one of baseball’s greatest clutch hitters, and his contributions have cemented him as a postseason legend. Getty Images / Nostalgic America, Inc.
Richard Petty
Richard Petty, known as “The King,” is a NASCAR legend with 200 race wins, a record seven NASCAR Cup Series championships, and seven Daytona 500 victories. Petty’s dominance on the track from the 1960s to the 1980s, along with his skill and sportsmanship, made him a fan favorite and one of the sport’s most celebrated figures. His rivalry with fellow drivers and his iconic No. 43 car became NASCAR symbols. Petty’s winning legacy and his role in popularizing stock car racing helped elevate NASCAR’s profile, solidifying him as an enduring icon of American motorsports. Getty Images / Nostalgic America, Inc.
Tiger Woods
Tiger Woods revolutionized golf with his unprecedented success, winning 15 major championships and 82 PGA Tour titles, tying Sam Snead’s record. Woods’ career highlights include his 1997 Masters win, where he set a record for the largest margin of victory, and his 2000 U.S. Open, where he won by 15 strokes. Known for his fierce focus, mental toughness, and athletic approach, Woods brought golf to new audiences and changed the sport’s culture. Despite personal and physical setbacks, his 2019 Masters victory marked a triumphant comeback, reinforcing his legacy as one of golf’s greatest champions and an icon of resilience. Getty Images / Nostalgic America, Inc.