The Chiefs aimed to stop their post-Eric Fisher revolving door at left tackle by drafting Josh Simmons in last year’s first round. Simmons impressed during training camp to win the Week 1 LT gig, but multiple issues intervened for the rookie talent.

Simmons left the Chiefs to address an undisclosed matter midway through the season; that hiatus forced the Chiefs to get by without him for four games. Simmons then suffered a season-ending wrist injury that required surgery, knocking him out for the season on Thanksgiving. While players chosen in Round 1 certainly receive their fair share of chances, the Chiefs continue to be linked to a player who would supplant Simmons as a starter.

Trent Williams remains on Kansas City’s radar, according to Casino.com’s Jason La Canfora, who hears the Chiefs would be “ready to pounce” in a trade should the future Hall of Famer’s latest talks with the 49ers go south. This follows a link that surfaced on Day 1 of free agency, but the 49ers remain intent on working another deal out with their six-year LT.

Williams, 38 in July, has been embroiled in another wave of contract talks for several weeks. Two years after the 49ers reworked Williams’ deal to provide a guarantee influx, the sides are negotiating again ahead of the decorated LT’s contract year. While talks appear to be picking up once again, no resolution looks imminent.

Kansas City finished second for Williams in 2021, seeing San Francisco win out with a six-year deal worth $138.1MM. The Chiefs pivoted to Orlando Brown Jr., and while that required a first-round pick and more in a trade with the Ravens, the mammoth blocker — a converted right tackle — was a plus option with the Chiefs for two seasons. But Brown turned down a Williams-like six-year extension while on the franchise tag in 2022 and signed with the Bengals in 2023. The Chiefs got by with stopgap Donovan Smith in their Super Bowl LVIII-winning season but did not re-sign him in 2024, instead turning to four starters — including converted guard Joe Thuney — in a season in which this position became a flashpoint concern.

Simmons’ rookie contract runs through 2028, and it would be odd if the Chiefs brought in a veteran to essentially replace him. But an anonymous GM informed La Canfora Andy Reid would “prefer a veteran” here. The Chiefs have Jaylon Moore as an option, having given him a two-year deal worth $30MM in 2025, but he could also be needed at right tackle. Kansas City cut three-year starter Jawaan Taylor for cap savings and has not replaced him. Moving parts exist for a Chiefs team that saw would-be 2024 LT answer Kingsley Suamataia successfully kick inside to LG last season.

Williams might not be the only Chiefs option if, in fact, a veteran is to be acquired at left tackle. La Canfora also mentions Taylor Decker as a potential solution, though it does not appear the Chiefs are as high on him as they are Williams. Decker, 33 in August, requested a Lions release after rework talks did not progress. The 10-year Lions LT starter has not been connected to a team yet, but after considering retirement this winter, the Ohio State alum is on track to play an 11th season.

Decker (140 career starts) missed 2025 time with a shoulder injury that ended up hampering him upon return. A healthy version of the Pro Bowl tackle would stand to be an upgrade on Simmons, but it is certainly worth wondering if the Chiefs would go as far as to bench a player they drafted 32nd overall last year.

That would be a notable development for a team that has not used the same LT starter in three straight seasons since Fisher’s eight-year tenure wrapped after the 2020 season. For now, Simmons and Moore are the Chiefs’ starters at tackle. But that could certainly change in the coming weeks and months.

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