Today marks the four-year anniversary of one of the White Sox’s better moves in recent memory. On January 2, 2020, the Sox finalized a $50MM extension with Luis Robert. The right-handed hitting center fielder had yet to make his MLB debut but was a consensus top prospect.

As shown on MLBTR’s Contract Tracker, the deal was then the largest ever signed by a player with no big league reps. It marked the second straight year in which the Sox inked a record-setting contract with a player before his debut. Their 2019 deal with Eloy Jiménez, which guaranteed him $43MM over six seasons, hasn’t necessarily gone as the club envisioned. They had far more success with the Robert extension.

The contract ensured Robert would open the 2020 campaign as Chicago’s center fielder. While that might have happened regardless on the heels of a monster showing in the high minors, there was a possibility of the Sox keeping Robert in Triple-A long enough to secure an additional year of club control. (Under the previous collective bargaining agreement, there were fewer incentives for teams to carry top prospects on the Opening Day roster.) The extension bought out their six-year control window while tacking on two team options to add two high-upside seasons for the organization.

Robert had a solid but not overwhelming debut showing, hitting .233/.302/.436 as a 22-year-old during the shortened season. A hip flexor strain interrupted what looked like a breakout showing in his second season. Robert was out of action between May 4 and August 9. Around the injury, he put up spectacular numbers. He raked at a .338/.378/.567 clip with above-average defense in center field. His power numbers took a step back in 2022 but rebounded last season, when Robert turned in the best performance of his career.

The 26-year-old finished ninth in the majors with 38 home runs. He hit .264/.315/.542 overall, more than compensating for  a middling strikeout and walk profile with huge power. Robert also put his excellent athleticism to use on the bases and defensively. He went 20-24 in stolen base attempts and received strong grades for his 1207 2/3 innings in center field. Defensive Runs Saved pegged Robert as six runs better than average, while Statcast rated him 11 runs above par.

In what was a disastrous season for the Sox overall, Robert was a rare bright spot. He earned his first All-Star nod and a Silver Slugger at year’s end. He finished 12th in AL MVP balloting, the first time in his career he received down-ballot recognition for that award.

That stellar showing led to a bit of chatter about Robert’s potential availability in trade. White Sox general manager Chris Getz stoked those flames early in the offseason when he said there were no untouchables on a top-heavy roster. While Getz has never entirely walked those comments back, he clarified at the Winter Meetings the Sox would set such a high bar in talks that he had “a tough time seeing him wearing another uniform next year.”

Even as the White Sox entertain trade possibilities on the likes of Jiménez and starter Dylan Cease, there’s reason for Chicago to more or less take Robert off the table. He’s the team’s best player, for one. Yet a trade would have been easier to envision if not for the extension. Robert has four years of MLB service. If Chicago hadn’t signed him to an extension (or kept him in the minors to delay his service clock in 2020), he’d be two years from the open market.

Instead, they have him under control for another four seasons. Robert will make $12.5MM next season and $15MM the year after. Chicago holds affordable $20MM options on his services for the 2026-27 campaigns. His combination of star upside and extended control window makes him one of the most valuable trade assets in the sport. Moving Robert would signify a full teardown. Trading Cease, who is controllable via arbitration for two seasons, is more in line with a shorter-term “retool.”

Image courtesy of USA Today Sports.