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This Day in Eagles History: The Second Goodbye to DeSean Jackson

On this day five years ago — February 22, 2021 — the Philadelphia Eagles officially released DeSean Jackson for the second time in his career.

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The JAKIB Staff

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On this day five years ago — February 22, 2021 — the Philadelphia Eagles officially released DeSean Jackson for the second time in his career. And if you're an Eagles fan, that sentence alone probably just hit you somewhere between nostalgia and frustration. Because that's what DeSean Jackson was in Philadelphia: equal parts electric and heartbreaking.

The first time Jackson left the nest, in March 2014, it was Chip Kelly's doing. Kelly, in his infinite wisdom of dismantling a roster that had just gone 10-6, cut loose the most explosive playmaker the franchise had seen in years. Jackson had put up 82 catches for 1,332 yards and nine touchdowns that season. Didn't matter. Kelly wanted his guys. Eagles fans were livid. History proved them right.

Fast forward to 2019 and the prodigal son returned. The Eagles traded for Jackson, reuniting him with the city that loved him most. The dream? Stretch the field for Carson Wentz, bring back that deep-ball magic that had defined Jackson's prime. The Week 1 opener against Washington was everything fans had hoped for — eight catches, 154 yards, two touchdowns. DeSean was BACK.

And then it all fell apart. A core muscle injury cost him the rest of 2019. In 2020, an ankle injury limited him to just five games. The speed was still there in flashes, but Jackson's body couldn't hold up anymore. By the time February 2021 rolled around, the writing was on the wall. The Eagles had just traded Wentz to Indianapolis the day before. The entire roster was being gutted. Howie Roseman was tearing it down to rebuild.

Jackson, scheduled to make $8.2 million in base salary, was the obvious casualty. He took to Instagram to signal the end: "I'll forever be an Eagle." And you know what? He meant it. Say what you want about the controversies, the injuries, the what-ifs — when DeSean Jackson was healthy and on that field in midnight green, there was nobody more terrifying in the NFL. Nobody.

His numbers in Philly across both stints tell the story: 356 receptions, 6,512 yards, 34 touchdowns. He averaged 18.3 yards per catch as an Eagle — absurd. The Miracle at the New Meadowlands punt return in 2010 remains one of the greatest plays in franchise history, a moment so perfectly Philly that it could only have been DeSean who delivered it.

The second release wasn't dramatic like the first. There were no angry press conferences, no stunned fans demanding answers. It was sad. Quiet. Everyone knew. Jackson bounced to the Rams, then the Raiders, chasing one more shot. But Philadelphia was always home.

Five years later, the Eagles are Super Bowl champions — again — and the roster Jackson left behind eventually became the foundation for a dynasty. But when you watch DeVonta Smith streak down the sideline, or you see Jalen Hurts launch one deep, remember who showed this city what a real deep threat looks like. DeSean Jackson. Forever an Eagle. Whether the front office liked it or not.

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The JAKIB Staff

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