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Top USL Star Signings of All Time: Chicharito, Drogba, Howard & More

Top USL Star Signings of All Time: Chicharito, Drogba, Howard & More

Arthur Jones
Arthur Jones
Published: Jul 30, 2026

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Forget MLS; some of football's most iconic names have secretly lit up the USL, proving that American soccer's second tier has a rich history of attracting global talent. Chicharito's move to Atletico Dallas echoes a legacy forged by legends like Didier Drogba and Tim Howard. These aren't just one-off deals; they're moments that have shaped the league's narrative and elevated its profile.

Key Takeaways from USL's Star Power

  • Chicharito's signing by Atletico Dallas is a massive statement, linking a global icon with a grassroots vision.
  • Didier Drogba and Tim Howard redefined roles, transitioning from players to player-owners in the USL.
  • Premier League veterans like Shaun Wright-Phillips and Joe Cole found new purpose and extended their careers across the Atlantic.
  • Even Romario, a World Cup winner, shocked the football world by playing in the USL at 40 years old.

The Latest Blockbuster: Chicharito's Dallas Gamble

The buzz surrounding Chicharito's arrival at Atletico Dallas is undeniable. While the club won't kick a ball until 2027, securing the most recognizable Mexican football star of the last 15 years sends a powerful message. This isn't merely a transfer; it's a strategic alignment with Atletico Dallas's vision to connect deeply with the local Latino population and carve out an authentic, community-driven identity.

After a period away from the pitch since December 2025, Chicharito's two-year deal, with an option for a third, demonstrates his hunger to prove he can still make an impact. This move is a masterclass in market penetration, setting the stage for significant shirt sales and unprecedented local engagement long before the first whistle blows.

Player-Owners: When Legends Took the Reins

The USL has often served as a fascinating proving ground for legends ready to explore new dimensions of their footballing careers. For some, it was about more than just playing; it was about investing and leading.

Didier Drogba: The Phoenix Rising Power Play

When Didier Drogba joined Phoenix Rising as a player-owner, it was a seismic event. Following his departure from Montreal Impact in 2016, the Ivorian icon chose a unique path. His investment was crucial for Phoenix's MLS ambitions, lending significant weight to their bid for top-tier status. On the field, the Chelsea legend proved he still had the magic, bagging 13 goals in 21 appearances and treating fans to glimpses of his vintage brilliance.

Tim Howard: Memphis's Accidental Goalkeeper

Tim Howard's story at Memphis 901 FC is one of incredible commitment and ingenuity. Having technically retired in 2019, the USMNT legend took on the challenging role of sporting director and part-owner. Faced with a squad of just nine players and no goalkeeper, Howard didn't hesitate. He laced up his boots again, playing a handful of games to fill a critical void, showcasing a rare blend of leadership and selflessness.

Premier League Pedigree Graces the USL

The allure of American soccer has often attracted seasoned European talent seeking a new challenge or a graceful swansong. The USL has been a prime destination for Premier League veterans.

Shaun Wright-Phillips: Phoenix's Electric Winger

After a period with the New York Red Bulls, Shaun Wright-Phillips, a Premier League winner, found a crucial lifeline at Phoenix Rising. At 35 years old, many believed his legs were gone, but Wright-Phillips defied expectations. He recorded 27 appearances and three goals for Phoenix, proving that his electrifying pace and skill still had something to offer, even in his twilight years.

Joe Cole: Tampa Bay's Creative Maestro

Joe Cole's move to the Tampa Bay Rowdies initially landed him in the NASL at 34. However, as the Rowdies transitioned into the USL, Cole remained a pivotal figure. The former Chelsea and England midfielder didn't just play; he became a player-assistant manager in 2018, making 48 appearances in the USL era. His presence helped the legacy franchise pursue its long-term MLS ambitions, providing both star power and tactical acumen.

World Cup Winners and Unfinished Business

Sometimes, the biggest surprises come from players who seem to have achieved everything. The USL has even hosted a World Cup winner, defying age and expectations.

Romario: Miami's Brazilian Bonanza

Perhaps the most bizarre yet brilliant signing was Romario joining Miami FC at 40 years old. The 1994 World Cup winner, whose retirement from international duty and advanced age suggested his career was winding down, was lured by the club's Brazilian ownership. Romario didn't just show up; he delivered, netting 19 goals and leading Miami FC to their first-ever USL-1 playoff appearance. His arrival evoked memories of other legends like George Best and Gerd Muller who also played in South Florida's original NASL era.

USMNT Icons: The Legend That Almost Was

Not every star signing works out as planned, but the potential alone can be monumental.

Eric Wynalda: Charleston's Unseen Star

Eric Wynalda, a true USMNT legend and a cornerstone of the 1994 World Cup squad, arrived at Charleston Battery in 2002 following collapsed negotiations with the LA Galaxy. Handed a $75,000 contract, the vision was clear: a deadly partnership with reigning MVP Paul Conway. Tragically, Wynalda tore his ACL in preseason, preventing him from ever making an official USL appearance. His story remains a poignant reminder of what could have been for the Battery and the league.