Tom Brady to Tampa Bay? MJ to MiLB? Damian Lillard latest star to leave longtime team

Tom Brady to Tampa Bay? MJ to MiLB? Damian Lillard latest star to leave longtime team
  • PublishedSeptember 28, 2023


It’s Dame Time for the Milwaukee Bucks.

On Wednesday, longtime Portland Trail Blazers star Damian Lillard was traded in a three-team deal that also includes the Phoenix Suns.

Lillard, 33, will team up with Giannis Antetokounmpo and leave Portland after 11 seasons. He led the Trail Blazers to eight playoff berths, including a 2019 Western Conference finals appearance. He ranks first in team history in points and 3-pointers.

The seven-time All-Star’s exit from the team seemed inevitable after he formally requested a trade in early July, but the news still rocked the NBA world.

Lillard joins a bevy of stars to leave the franchise where they rose to fame.

Here’s a look at other stars who made news when they left the teams they had been with for 10 seasons or more.


Rodgers, a four-time NFL MVP, started under center for the Green Bay Packers for 15 seasons, including 11 playoff appearances and a Super Bowl championship. He joined a New York Jets squad that has been plagued by losing — the team hasn’t made the playoffs in 12 years, the longest active drought in the country’s four major sports.

It’s arguably the biggest trade in team history, and calls to mind the Brett Favre swap with the Packers in 2008.

Tom Brady

Twenty years is quite the commitment. Just ask Tom Brady, who was drafted by the New England Patriots in 2000 and went on to spend 20 straight seasons with the team.

But in March 2020, TB12 shocked the sports world when he announced it was time for his second act. The then-42-year-old, who is arguably the best quarterback of all time, confirmed on social media that he had signed a contract with the Tampa Bay Buccaneers.

Seeing the six-time Super Bowl champion suit up to play somewhere other than Gillette Stadium in the following NFL season was certainly odd — as was watching him hoist the Lombardi Trophy for another franchise after he won his seventh Super Bowl ring at the end of his first playoff run with the Bucs.

After two seasons in Tampa Bay, Brady announced his retirement, but the shock of his New England departure never quite wore off.

Brett Favre

When you think about Brett Favre, you think about the Green Bay Packers. The Hall of Fame quarterback spent 20 seasons in the NFL, and even though he retired in 2010 — a full decade ago! — he still holds numerous NFL records, including most consecutive starts by any player. Favre played for the Packers from 1992 to 2007, a whopping 16 seasons in which he was the face of the franchise, at the height of which he brought them a title by winning Super Bowl XXXI. In March 2008, he retired … until he changed his mind and the Packers bizarrely traded him to the New York Jets in August 2008. He played in New York for one season before signing with the Minnesota Vikings — the Packers’ rival. Huh? He played in the 2009-10 season, and after being hurt during the 2010-11 season, he retired for good in January 2011.

Joe Montana

It seems unreal that Joe Montana played for a team other than the San Francisco 49ers. Montana won four Super Bowls (XVI, XIX, XXIII and XXIV) with the Niners, the team he played with for 14 seasons after being drafted in 1979. But Joe Cool’s NFL career actually spanned 16 seasons. The eight-time Pro Bowler was hurt toward the end of his career, missing the entire 1991-92 season and most of the 1992-93 season. When Montana came back healthy, Steve Young had already made a name for himself in San Francisco. Right before the 1993-94 season, the 49ers traded Montana to the Kansas City Chiefs, where he finished his career after two average seasons. Montana retired in April 1995, and he was elected to the NFL Hall of Fame in 2000.

Honorable mention:

Russell Wilson: The Seattle Seahawks traded the QB who led their franchise to its only Super Bowl title. According to ESPN Stats & Information, Wilson, who spent 10 seasons with the Seahawks, became the first quarterback to start for a team he beat in a Super Bowl (Super Bowl XLVIII).

Peyton Manning: Played four seasons with the Broncos after being cut by the Colts, and won Super Bowl 50 in his final season.

Johnny Unitas: Played four games with the Chargers after 17 seasons with the Baltimore Colts.

Emmitt Smith: After 13 years with the Cowboys, spent two seasons with the Cardinals, scoring 11 touchdowns in 25 games.

Jerry Rice: After 16 years with the 49ers, Rice spent three-and-a-half seasons with the Raiders and part of his final season with the Seahawks. He had 1,211 receiving yards and seven touchdowns in his age-40 season.


Michael Jordan

When you think about Michael Jordan, it’s almost as if his middle name should be “Chicago Bulls.” MJ was in the NBA for 16 seasons, helping the Bulls to six NBA titles: in 1991, 1992, 1993, 1996, 1997 and 1998. Perhaps the best NBA player of all time, Jordan seemed destined to spend his entire career with the team that drafted him in 1984. Or was he? First, Jordan retired in October 1993 and had a brief stint in minor league baseball. The hiatus didn’t last long, and the NBA world was relieved when he simply said “I’m back” in a press release in March 1995. After a few more years of glory with the Bulls, Jordan retired for the second time in January 1999. Jordan could not be away from basketball for long, joining the Washington Wizards’ front office in January 2000. But management wasn’t enough for him either, and he joined the Wizards as a player in September 2001. It was certainly weird seeing him play for two seasons in something other than a red Bulls jersey. Jordan’s final NBA game was on April 16, 2003 — and yup, it was with the Wizards.

Tony Parker

One of the best point guards in NBA history, Parker was picked by the San Antonio Spurs in the 2001 draft and immediately helped make a huge impact. The six-time All Star was part of one of the best “Big Threes” ever alongside Tim Duncan and Manu Ginobili, and under legendary coach Gregg Popovich. Parker spent 17 seasons with the Spurs, winning four NBA championships in 2003, 2005, 2007 and 2014. Parker shocked everyone when he left the Spurs — Duncan and Ginobili never played for a team other than the Spurs before retiring — and signed a two-year contract with the Charlotte Hornets before the 2018-19 season. However, he retired after just a year there, in July 2019.

Honorable mention:

Karl Malone: Spent his final season with the Los Angeles Lakers (2003-04) after spending his entire career with the Utah Jazz (1985-2003).

Hakeem Olajuwon: Spent his final season with the Toronto Raptors (2001-02) after spending his entire career with the Houston Rockets (1984-2001).

Paul Pierce: Spent the first 15 years of his career with the Boston Celtics (1998-2013) before spending a season with the Brooklyn Nets (2013-14), a season with the Washington Wizards (2014-16) and two seasons with the Los Angeles Clippers (2015-17). In July 2017, Pierce signed a ceremonial contract with the Celtics in order to retire with the team.

Patrick Ewing: Spent his first 15 years with the New York Knicks (1985-2000) before spending a season with the Seattle SuperSonics (2000-01) and his final season with the Orlando Magic (2001-02).

Dwyane Wade: Spent his first 13 seasons with the Miami Heat before spending a season with the Chicago Bulls (2016-17) and the Cleveland Cavaliers (2017-18). Wade returned to Miami in the middle of the 2018-19 season before retiring in April 2019.


Hank Aaron

Arguably the greatest slugger in baseball history, Hank Aaron spent 21 seasons with the Milwaukee and Atlanta Braves, beginning in 1954. The 25-time All Star and 1957 World Series champion also has the second-most home runs of all time with 755. In 1975, Aaron left the Braves for the Milwaukee Brewers, where he played two seasons at the age of 41. He eventually went back to Atlanta, where he joined the team in 1976 as a Braves executive.

Willie Mays

Willie Mays, among the greatest baseball players of all time, had an illustrious 22-year career. He’s also still the face of the New York Giants, the team he began his MLB career with in 1951. When the team moved to San Francisco after the 1957 season, Mays went with them, still swinging the bat with brilliance. He spent a whopping 21 seasons with the Giants, in which he helped the team win the World Series in 1954. In May 1972, Mays was 41 years old when he was traded back to New York to play for the Mets. He spent one lackluster season there before retiring.

Honorable mention:

Yogi Berra: Released by the Yankees after an 18-year career. Took a season off, then played in four games with the Mets.

Harmon Killebrew: After 21 seasons with the Twins, spent 106 games with the Royals in which he hit only .199.

John Smoltz: Split his final season between the Red Sox and Cardinals after a 20-year career with the Braves.


Martin Brodeur

Martin Brodeur won three Stanley Cups with the New Jersey Devils and is currently the team’s executive vice president of business development. It wasn’t always Brodeur and the Devils living happily ever after, however. Brodeur, a 10-time All-Star and one of the NHL’s greatest goaltenders, began his career in 1991. There was speculation Brodeur was going to retire in the 2012 offseason, but he signed another contract with the Devils. After two below-average seasons, Brodeur became a free agent and signed a contract with the St. Louis Blues in December 2014. In January 2015, Brodeur retired, having appeared in just seven games for the Blues.

Bobby Orr

One of the greatest hockey players of all time, Bobby Orr was essentially royalty in Boston for the decade he played there. The defenseman joined the Boston Bruins, a team that had been struggling for many years, in 1966. Orr changed all that, helping the Bruins win the Stanley Cup in 1970 and 1972. Orr missed most of the 1975-76 season due to injury, and his agent convinced him to sign in free agency with the Chicago Blackhawks. Orr played just 20 games in the 1976 season, missed the entire 1977 season, and attempted a comeback in the 1978 season. He skated in just six games before retiring at age 30 in 1978.

Honorable mention:

Mike Modano: Spent 20 seasons with the Minnesota North Stars/Dallas Stars, then played four games with the Detroit Red Wings in his final season.

Bernie Federko: Played 13 seasons with the St. Louis Blues, and played 13 games with the Detroit Red Wings in his final season.


Candace Parker

In 2021, Candace Parker stunned the basketball world when she decided to leave the Los Angeles Sparks — the franchise that drafted her — after 13 seasons to play for her hometown team, the Chicago Sky. At the time, the move marked what was arguably the biggest decision in the two-decade history of the WNBA, coming on the heels of a new collective bargaining agreement that facilitated greater player movement. The two-time WNBA MVP and two-time league champion shocked fans once again in January when Parker announced on Instagram she would end her homecoming to sign with the defending champion Las Vegas Aces.



One of the greatest soccer players ever, the Brazilian footballer made his debut for Santos FC in 1956. In addition to playing for Brazil’s national team — he led them to three FIFA World Cups — he also helped Santos win the 1962 and 1963 Copa Libertadores. After 19 seasons with Santos, Pelé retired in 1974. Two years later, he made his soccer comeback, signing with the New York Cosmos of the North American Soccer League before the start of the 1975 season. The legend eventually retired in October 1977 after an exhibition match between the Cosmos and Santos, of course.

John Terry

The English footballer will always be remembered for being captain for Chelsea, playing for the team from 1998 to 2017. John Terry, who played centre back, led Chelsea to five Premier League titles, four FA Cups, three League Cups and one UEFA Champions League title. In January 2017, Terry spent one season with Aston Villa, leaving the team in May 2018 after the club failed to be promoted to the Premier League. Terry returned to become Aston Villa’s assistant head coach a few months later, where he still is today.

Steven Gerrard

Considered one of the greatest midfielders of all time, Steven Gerrard joined Liverpool in 1998, and he was with the team until 2015. Despite winning two FA Cups, three League Cups, the UEFA Champions League and the UEFA Cup, he was never able to win the Premier League with Liverpool. He’s still a legend, though. Gerrard decided to cross the pond and try his luck in Major League Soccer, signing a contract with the LA Galaxy in January 2015. In November 2016, after 13 appearances with the Galaxy, Gerrard retired at the age of 36. Gerrard has been manager of Rangers F.C. since 2018, a Scottish professional football club part of the Scottish Premiership.


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