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Grading Howie Roseman's 2026 Free Agency: A Calculated Rebuild on the Fly

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Grading Howie Roseman's 2026 Free Agency: A Calculated Rebuild on the Fly

The JAKIB Staff·March 14, 2026
JAKIBSPORTS.COM
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The JAKIB Staff

contributor

March 14, 2026
6 min read

The confetti from Super Bowl LIX barely settled before the Philadelphia Eagles started hemorrhaging talent. Jaelan Phillips — the guy who transformed the pass rush after arriving via midseason trade — walked to Carolina for $120 million. Reed Blankenship took his lunch-pail energy to Houston. Nakobe Dean cashed in with the Raiders. Dallas Goedert's future remains in limbo.

And Howie Roseman, as always, had a plan.

Whether you love or hate the Eagles' approach to 2026 free agency, you have to respect the discipline. With just $12.5 million in cap space when the negotiating window opened, Roseman couldn't play the first wave. He had to wait, restructure, and strike surgically. Here's how every move grades out.

The Extensions: Locking Down the Core

Jordan Davis — 3 years, $78 million: A. This is the crown jewel of the offseason so far. Davis finally became the player everyone drafted him to be, playing 61% of defensive snaps last season — far and away his career high — and racking up 4.5 sacks. That's more than his first three seasons combined. Locking him up through 2029 alongside Jalen Carter gives the Eagles the most dominant interior defensive line tandem in football. Period. The cap flexibility this deal creates is the cherry on top.

Landon Dickerson — Reworked deal: A-. This one stings a little. Dickerson reworking his contract to essentially a two-year, $36 million deal signals he might hang it up after 2027. Knee surgery, stem cell treatments in Colombia — the body's talking. But the cap relief is real, and Dickerson at 80% is still better than most guards in this league. Smart business by both sides.

Braden Mann — 4 years, $14 million: A-. Boring? Sure. But Mann was the fifth-best punter in football last season at 49.9 yards per kick and holds Eagles franchise records for career gross and net average. Punters matter in January. Lock him up and move on.

The Additions: Filling Holes on a Budget

Riq Woolen — 1 year, $15 million: B. Here's the bet-on-himself deal. Woolen was a revelation as a rookie in Seattle — six picks, Pro Bowl, the whole thing. He hasn't been that guy since. But slotting him opposite Quinyon Mitchell with Cooper DeJean at nickel? That's a legitimate top-ten secondary on paper. If Woolen recaptures even 75% of his rookie form, this is a steal. If he doesn't, the Eagles are back to square one at CB2 next March.

Arnold Ebiketie — 1 year, $7.3 million: B-. Overpay for a guy with two sacks last season? Maybe. But Ebiketie is only 25 with legitimate first-round athletic traits, and the Eagles are betting that Vic Fangio's system unlocks something Atlanta couldn't. He's not replacing Jaelan Phillips — nobody on this roster is — but as a rotation piece with Jalyx Hunt and Nolan Smith, he adds real depth. The edge still needs a premium addition via trade or draft.

Jonathan Jones — CB depth: B-. An 11-year vet who's been on three Super Bowl rosters. He's not starting over Mitchell, Woolen, or DeJean, but every championship team needs a corner who's been in the fire. Smart veteran pickup.

Johnny Mundt — TE: C. Nine catches for 133 yards last year in Jacksonville. He's a blocking tight end who knows Sean Mannion's system from their Rams days. That's... fine. But this isn't a Goedert replacement. Not even close.

Grant Calcaterra — Re-signed: C+. The last tight end the Eagles actually drafted, and he's been solid but unspectacular. His 2024 numbers filling in for an injured Goedert were encouraging — 24 catches, 298 yards. Last season's regression to 9 catches and 76 yards was not. TE1 is still an open audition.

The Losses: What Hurts and What Doesn't

Losing Jaelan Phillips at $30 million per year hurts. A lot. The Eagles' defense allowed just 15.6 points per game after acquiring him, and his 18.8% pressure rate ranked fourth in the NFL. Carolina wrote a check Philly couldn't match — and frankly shouldn't have matched for a player with Phillips' injury history.

Reed Blankenship to Houston for three years, $24.75 million is a fair deal for both sides. Blankenship was solid but not irreplaceable, especially with Andrew Mukuba waiting in the wings.

Nakobe Dean getting $36 million from the Raiders? Good for him. The Eagles have Zack Baun and Jihaad Campbell at linebacker. They'll be fine.

The Remaining Questions

The elephant in the room is Maxx Crosby. The failed Ravens trade leaves him in limbo with the Raiders, and multiple reports link the Eagles as a logical landing spot. If Roseman can figure out the cap math — and there are blueprints to get $25 million in space — Crosby would instantly make this defense the most feared unit in the NFC.

Dallas Goedert's contract deadline got pushed to Friday, and the tight end market is thin. If he walks, the Eagles need to draft a TE early — or get creative.

And then there's the A.J. Brown situation simmering underneath everything.

The Bottom Line

Overall Grade: B+. Roseman didn't have the ammunition to win free agency. He wasn't trying to. The Jordan Davis extension is a home run. The Woolen signing is a smart gamble. The edge rusher room needs more, but between the draft, a potential Crosby trade, and whatever Fangio can scheme up with Hunt and Nolan Smith, there's a path.

The Eagles aren't building for 2026 alone. They're building for 2026 through 2029. And when you look at the contracts — mostly short-term, incentive-laden, with preserved future cap space — the strategy is clear.

Trust the process? Nah. Trust Howie. He's earned it.

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The JAKIB Staff

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