Eagles

The Ultimate List of 100 Things That Have Happened Since the Dallas Cowboys’ Last Super Bowl Win

By Kevin Kinkead

Published: Sep 2nd, 2025 · 2:59 PM EDT

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It’s Dallas week in Philadelphia, and while the Cowboys are useless and hardly a rival these days, we’re pumped for the defending champion Eagles, who will raise the Super Bowl banner in front of Jerry Jones’ dumb face on Thursday night at Lincoln Financial Field.

In lieu of a column about the Dallas/Philly rivalry, which has been beaten to death, we last year produced a list of 25 things to take place since the Cowboys last won it all. That was back on January 28th, 1996, when kids were playing video games on their brand new Nintendo 64 consoles. In the 29 years since, Dem Boyz have won four playoffs games and lost 13.

In honor of Jerry Jones and company now holding the NFC’s longest Super Bowl appearance drought, we’ve added 75 more items to our list, creating the ultimate list of 100 things that have happened since the Cowboys’ last reached the summit:

1. Tiger Woods won 15 major golf championships.
2. Brett Favre retired, unretired, and then retired again.
3. The “smart phone” was invented.
4. Netflix mailed you DVDs in a little red envelope.
5. We watched every season of Breaking Bad, The Wire, and The Sopranos.
6. The final episode of Seinfeld aired.
7. The Chicago Cubs won their first World Series in 108 years, ending a drought that began when the Ottoman Empire was still in power.
8. Zaire became the Democratic Republic of the Congo.
9. Major League Soccer expanded from 10 teams to 30 teams.
10. The United Kingdom handed Hong Kong to China.
11. Portugal handed Macau to China.
12. Randall Cunningham led the Vikings to a 15-1 season and NFC Championship Game appearance.
13. Latrell Sprewell and John Starks went back-to-back seasons as the Golden State Warriors’ leading scorer.
14. J.K. Rowling published the first Harry Potter book.
15. George Lucas directed a brand-new Star Wars film called The Phantom Menace.
16. Tupac Shakur released the heralded All Eyez on Me record.
17. The Rams left St. Louis, returned to L.A., and won a Super Bowl.
18. Amazon shifted from online bookstore to trillion-dollar company.
19. Nintendo put out a groundbreaking game called The Legend of Zelda: Ocarina of Time.
20. The Bears traded a first round draft pick for Rick Mirer.
21. Y2K
22. Mark McGwire broke Sammy Sosa’s single-season home run record.
23. A new TV show called South Park made its debut.
24. A new device hit the market: the DVD player.
25. Limp Bizkit and Korn dethroned NSYNC and The Backstreet Boys on Total Request Live.
26. Rage Against the Machine’s bass player climbed the MTV Video Music Awards set to protest Limp Bizkit winning “Best Rock Video.”
27. The Phillies traded Curt Schilling to the Diamondbacks for Travis Lee,  Omar Daal, Vicente Padilla, and Nelson Figueroa.
28. Regis Philbin hosted a show called Who Wants to be a Millionaire?
29. Trent Klatt scored 24 goals in a single Flyers season.
30. Johnny Davis coached the Philadelphia 76ers to 22 wins.
31. The Phillies drafted J.D. Drew, who didn’t play a single game.
32. Montenegro became an independent county, then Serbia split from Montenegro, then Kosovo split from Serbia.
33. Sudan became two countries.
34. The Macarena reached #1 on the Billboard charts.
35. Europe adopted a new currency called the Euro.
36. Windows 98 launched in… 1998.
37. The Philadelphia Charge played a couple of seasons out in the suburbs.
38. Richard Hatch won the first Survivor contest, then ended up in jail for tax evasion.
39. Jay Wright led the Hofstra Flying Dutchmen to a pair of America East conference titles.
40. Broadband internet replaced dial up.
41. The United States won the first Women’s World Cup held on home soil.
42. Terry Funk defeated Raven at ECW’s first pay-per-view event, Barely Legal.
43. WWE acquired Extreme Championship Wrestling
44. Jalen Hurts was born in Houston, Texas.
45. The Hartford Whalers relocated to Carolina.
46. A team called the Atlanta Thrashers joined the NHL.
47. The Mighty Ducks of Anaheim changed their name to the Anaheim Ducks.
48. Boston College (traitor U), Miami, Virginia Tech, and Syracuse left the Big East for the ACC.
49. The Eagles used a 1st round pick to draft Freddie Mitchell out of UCLA.
50. Germany moved its capital back to Berlin.
51. Iraq, Afghanistan, 9/11, and the war on terror
52. The Food and Drug Administration approved a new drug called “Viagra” for erectile dysfunction.
53. Dolly the Sheep was cloned in Scotland.
54. The human genome project was completed.
55. The large hadron collider was built, and Higgs Boson discovered.
56. Same-sex marriage was made legal with the Obergefell vs. Hodges ruling.
57. Bob Dole received the Republican Presidential nomination.
58. The launch of the James Webb space telescope.
59. Pluto ceased being a planet, which meant that school kids only had to put 8 styrofoam globes in their solar system project.
60. Dave Matthews Band went on 39 tours.
61. The Winnipeg Jets relocated to Arizona to become the Phoenix Coyotes.
62. Oprah Winfrey wasfound not guilty in defamation suit brought by the The Texas Beef Group.
63. Tom Cruise jumped on Oprah’s couch.
64. Nebraska went 13-0 under Tom Osborne, with QB Scott Frost under center.
65. Peyton Manning wrapped up his career with the Tennessee Volunteers.
66. Temple football played in three different conferences, plus some independent seasons.
67. Allen Iverson stepped over Tyronn Lue.
68. Blockbuster was still in business.
69. Bands booked their shows through Myspace.
70. Kanye West told us that “George Bush doesn’t care about Black people.”
71. Janet Jackson suffered a wardrobe malfunction.
72. Lebron James was drafted by the Cleveland Cavaliers.
73. We were introduced to people like Kelly Clarkson and Justin Guarini through a show called American Idol.
74. The debut of The Osbournes reality show.
75. Puff Daddy became P Diddy.
76. Pete Sampras and Martina Hingis won Grand Slam titles.
77. Michael Phelps won six gold medals at a single Olympics.
78. The balloon boy hoax.
79. “Planking” became a thing.
80. Ryan Howard hit 58 home runs and won NL MVP.
81. Taylor Swift moved from Reading to Nashville.
82. The NHL rigged the draft so the Penguins could take Sidney Crosby.
83. Jon Stewart joined and then left The Daily Show.
84. Shaq and Kobe started their LA Lakers dynasty.
85. The Boston Red Sox ended “The Curse of Bambino.”
86. Aaron Rowand, who was in Philadelphia for 5 seconds, ran into the center field wall.
87. World of Warcraft took over the gaming world and consumed the souls of myriad college students.
88. Jodeci released their comeback album.
89. Playstation 2, 3, 4, and 5 came out.
90. Philadelphia built new stadiums called Lincoln Financial Field and Citizens Bank Park, and opened a new arena called the CoreStates Center.
91. All four Metallica members finished cutting their hair.
92. Panama took control of the Panama Canal.
93. The Phillies traded for Rico Brogna and signed Danny Tartabull as a free agent.
94. The Dirty 30 went up to the NFL Draft to boo the selection of Donovan McNabb.
95. Allen Iverson won Rookie of he Year.
96. Vladimir Putin became Russian President.
97. The Phillies signed free agent infielder Tory Lovullo.
98. Eric Lindros was stripped of his Flyers captaincy.
99. Bill Clinton informed everyone that he “did not have sexual relations with that woman.”
100. Matt Geiger finished a season as the Sixers’ second-highest point scorer.

Go Birds! How bout them Cowboys?

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