Under the night lights of Texas, football isn’t just a game—it’s a rodeo. And Jerry Jones, the silver-haired ringmaster of America’s Team, loves a spectacle. Imagine the scent of grilled burgers wafting through a tailgate, the echo of a Johnny Cash anthem, and the restless hum of Cowboys fans craving glory. For 28 years, Dallas has chased Lombardi’s ghost like a dusty tumbleweed rolling through an empty stadium. Now, whispers swirl like autumn leaves. Will Jerry Jones gamble on a new gunslinger?
Rewind to the ’90s, when dynasties were built on triplets—Aikman’s precision, Emmitt’s grit, and Irvin’s swagger. Those days feel as distant as a dial-up modem. Yet here we are. The Cowboys’ QB room? A puzzle missing pieces. Dak Prescott, the face of the franchise, carries the weight of Texas on his healing hamstring. Behind him?
A void. Cooper Rush fled to Baltimore. Trey Lance lingers in limbo. And here enters Joe Milton III—a 6’5”, 246-pound cannon-arm from Tennessee, who lit up Week 18 like a Fourth of July firework…
On March 19, ESPN’s Jeremy Fowler dropped a bombshell on NFL Live: “One team to potentially watch for is the Dallas Cowboys because they are looking for a good backup, a young backup, with upside that they may not get in the draft.” Milton’s lone start? 241 passing yards, two touchdowns, and a Patriots win over Buffalo.
New England, now stacked with Drake Maye and Joshua Dobbs, is shopping him. Meanwhile, Dallas, hungry for a developmental QB, could swap a mid-round pick for Milton’s rocket-launcher potential. “Milton has three years remaining on his rookie contract. So, unlike veteran free-agent quarterbacks, he’s cost-controlled for the foreseeable future,” Conor Roche of Boston.com added. Besides, he’s athletic and built for highlight reels. Milton’s contract?
ESPN’s Jeremy Fowler said the #Cowboys are a team that could be interested in trading for QB Joe Milton.
If they’re looking for a QB to develop behind Dak Prescott, Milton could be an option if they don’t land someone in the draft.
(: NFL Live 3/19/25) pic.twitter.com/fTTkv4i6kD
— Brandon Loree (@Brandoniswrite) March 22, 2025
A bargain: three years under $1.25 million annually. However, for a team that bet $140 million on Prescott, this is pocket change with potential fireworks. But why Milton? Think Randall Cunningham meets Cam Newton. At Tennessee, he hurled 20 touchdowns in 2023. At the combine, his throws pierced the air like javelins. However, he’s raw—a sixth-round project.
Dallas wouldn’t need him to start… yet. Prescott’s health is a question mark, and GM Stephen Jones admits they’re exploring all options. Fox Sports’ Jordan Schultz adds that New England wants a third- or fourth-round pick. For Jerry, a man who once traded a first-rounder for Joey Galloway causing mid-contract chaos, this is Tuesday.
Milton’s a low-risk, high-reward play—a scratch-off ticket with a chance to hit jackpot for Jerry Jones. But hold your horses. The draft buzz hums louder. Mock drafts tease a wilder dream: Shedeur Sanders in Dallas blue.
Jerry Jones and the quarterback conundrum
Imagine Deion’s son, slinging spirals under the star. A legacy pick dripping with irony. Earlier this offseason, rumors linked Prime Time himself to the Cowboys’ coaching staff. Now, his son—a Davey O’Brien winner with 4,134 college yards—might land at No. 12.
KD Drummond of Cowboys Wire spun the yarn: “Let’s get crazy. The Cowboys are going to ride out the next year or two of Dak Prescott under center, who will get tired of having the constant conversation about his job security and wave his no trade clause before the deal expires.” It’s a Hollywood script—Jerry Maguire meets Friday Night Lights. But would it work?
Let’s break it down. Milton vs. Sanders. One offers immediate depth; the other, seismic hype. Milton’s arm strength? Think Josh Allen with a side of Newton. His Week 18 tape? A flickering neon sign screaming “potential.” Meanwhile, Sanders—polished, poised, and pedigree-rich—could sell jerseys faster than a State Fair funnel cake. But drafting Shedeur at No. 12 feels like buying a Ferrari to parallel park.
NCAA, College League, USA Football 2024: Valero Alamo Bowl BYU vs Colorado DEC 26 December 26, 2024: Quarterback Shedeur Sanders 2 of the University of Colorado pre-game Media press conference, PK, Pressekonferenz at the NCAA Valero Alamo Bowl against BYU at the Alamodome. San Antonio, Texas. Mario Cantu/CSM/Sipa USACredit Image: Mario Cantu/Cal Media/Sipa USA San Antonio Texas United States of America NOxUSExINxGERMANY PUBLICATIONxINxALGxARGxAUTxBRNxBRAxCANxCHIxCHNxCOLxECUxEGYxGRExINDxIRIxIRQxISRxJORxKUWxLIBxLBAxMLTxMEXxMARxOMAxPERxQATxKSAxSUIxSYRxTUNxTURxUAExUKxVENxYEMxONLY Copyright: xCalxSportxMediax Editorial use only
Dallas needs a RB1, WR depth, and defensive anchors. Yet Jerry Jones, the showman, might shrug: Since when did logic win trophies? The Cowboys’ offseason drips with déjà vu, though. In 1989, Jerry bought the team and drafted Aikman, igniting a dynasty. Today, he’s 82, still chasing that high. However, trading for Milton whispers prudence; drafting Sanders screams legacy. Both paths tempt fate.
Milton’s ceiling is a rich man’s Tyrod Taylor. Sanders? He’s a franchise QB waiting for the spotlight. But Jerry Jones thrives in chaos. He’s the guy who signed Terrell Owens mid-drama, and turned HBO’s Hard Knocks into a Cowboys infomercial.
In the words of The Sandlot’s Squints, “Heroes get remembered, but legends never die.” Jerry Jones, forever straddling both, faces a choice. Chase the ghost of glory past or gamble on a new myth? The question lingers like a halftime show anthem: Will Jerry build a contender or a circus?
The post Jerry Jones Urged To Trade for Drake Maye’s Teammate Amid Reports Cowboys To Draft Shedeur Sanders appeared first on EssentiallySports.