Belichick is 72. He has eight Super Bowl rings. He genuinely has nothing else to accomplish as a football coach. He should be enjoying a well-earned retirement in solitude somewhere instead of coaching young adults and hitting the recruiting trail in his eighth decade of life. It's a little peculiar that he still wants to keep doing this if I'm being candid.
But Belichick isn't the only iconic sports figure who refused to walk away and ignored all the signs. He's not the only one who kept trying to extend whatever they had left in their coaching or playing careers, even when it was clear they were probably just bored and didn't know what to do with themselves.
Below is a list of all-time great sports figures who did not know when to hang it up. My criteria are mostly centered around when I think they should've retired (and their tenure is designated as such). For example, they could've been on a new team, looking for a second wind, and enjoyed newfound success for a little while. But then they really should've stopped dead in their tracks once it became clear that short-lived glory was temporary. They should've retired on top -- or when they were much closer to a quality, consistent performance -- when they had the chance. Others were away from their respective game or leagues for a while, but they inexplicably came back because someone managed to convince them to have one "Last Dance" of their own.
Spoiler alert: it never worked out.
Let's take a look at a few Belichick-like people in sports who should've really known when to fold 'em. (Whispers) Or who should probably start planning retirement right now.
Note: the list is not a ranking of any sort and is in no particular order.
1. Tom Brady
Best known for: New England Patriots (2000-2019)
Overstayed their welcome with: Tampa Bay Buccaneers (2021-2022)
2. Michael Jordan
Best known for: Chicago Bulls (1984-1993, 1995-1998)
Overstayed their welcome with: Washington Wizards (2001-2003)
3. Brett Favre
Best known for: Green Bay Packers (1992-2007)
Overstayed their welcome with: New York Jets (2008), Minnesota Vikings (2009-2010)
4. Jerry Rice
Best known for: San Francisco 49ers (1985-2000)
Overstayed their welcome with: Seattle Seahawks (2004)
5. Emmitt Smith
Best known for: Dallas Cowboys (1990-2002)
Overstayed their welcome with: Arizona Cardinals (2003-2004)
6. Hakeem Olajuwon
Best known for: Houston Rockets (1984-2001)
Overstayed their welcome with: Toronto Raptors (2001-2002)
7. Shaquille O'Neal
Best known for: Los Angeles Lakers (1996-2004)
Overstayed their welcome with: Phoenix Suns (2008-2009), Cleveland Cavaliers (2009-2010), Boston Celtics (2010-2011)
8. LeBron James
Best known for: Cleveland Cavaliers (2003-2010, 2014-2018)
Overstayed their welcome with: Los Angeles Lakers (2023-Present)
9. Johnny Unitas
Best known for: Baltimore Colts (1956-1972)
Overstayed their welcome with: San Diego Chargers (1973)
10. Willie Mays
Best known for: New York Mets (1972-1973)
Overstayed their welcome with: New York Mets (1972-1973)
11. Mickey Mantle
Best known for: New York Yankees (1951-1968)
Overstayed their welcome with: New York Yankees (1965-1968)
12. Rickey Henderson
Best known for: Oakland Athletics (1979-1984, 1989-1993, 1994-1995, 1998)
Overstayed their welcome with: Seattle Mariners (2000), San Diego Padres (2001), Boston Red Sox (2002), Los Angeles Dodgers (2003)
13. Mike Holmgren
Best known for: Green Bay Packers (1992-1998)
Overstayed their welcome with: Cleveland Browns (2010-2012)
14. Doc Rivers
Best known for: Boston Celtics (2004-2013)
Overstayed their welcome with: Milwaukee Bucks (2024-Present)
15. George Karl
Best known for: Seattle SuperSonics (1992-1998)
Overstayed their welcome with: Sacramento Kings (2015-2016)
16. Ken Griffey Jr.
Best known for: Seattle Mariners (1989-1999)
Overstayed their welcome with: Chicago White Sox (2008), Seattle Mariners (2009-2010)
17. Cristiano Ronaldo
Best known for: Manchester United (2003-2009)
Overstayed their welcome with: Portugal Men's National Team (2018-Present)
18. Jon Gruden
Best known for: Tampa Bay Buccaneers (2002-2008)
Overstayed their welcome with: Las Vegas Raiders (2018-2021)
19. Jaromir Jagr
Best known for: Pittsburgh Penguins (1990-2001)
Overstayed their welcome with: Calgary Flames (2017-2018)
20. Aaron Rodgers
Best known for: Green Bay Packers (2005-2022)
Overstayed their welcome with: New York Jets (2023-Present)
21. Mike Ditka
Best known for: Chicago Bears (1982-1992)
Overstayed their welcome with: New Orleans Saints (1997-1999)
22. Mike Shanahan
Best known for: Denver Broncos (1995-2008)
Overstayed their welcome with: Washington Commanders (2010-2013)
23. Doug Collins
Best known for: Chicago Bulls (1986-1989)
Overstayed their welcome with: Philadelphia 76ers (2010-2013)
24. Brett Hull
Best known for: St. Louis Blues (1987-1998)
Overstayed their welcome with: Phoenix Coyotes (2005-2006)
25. Pat Riley
Best known for: Los Angeles Lakers (1981-1990)
Overstayed their welcome with: Miami Heat (2020-Present)
26. Chuck Daly
Best known for: Detroit Pistons (1983-1992)
Overstayed their welcome with: Orlando Magic (1997-1999)