# Gene Chamberlain: Predicts the Bears will sign Caleb Williams to a contract extension this offseason, with his cap hit not rising until 2029. **Claimed:** Sep 11, 2026 **Pundit:** Gene Chamberlain — https://missedtakes.thegoodapps.co/pundits/gene-chamberlain **Outlet:** Sports Illustrated — https://missedtakes.thegoodapps.co/outlets/sports-illustrated **How it reached us:** published in writing **Original:** https://www.si.com/nfl/bears/onsi/how-caleb-williams-has-become-a-more-serious-bears-quarterback One checkable claim, graded on its own against what actually happened. It names 2 players and teams, each linked to their own record. Nothing to score yet: this grades once the result is in. > The Bears will most likely EXTEND Caleb Williams this offseason *(their words, quoted for attribution)* ## The claims - **Caleb Williams to move to Chicago Bears** - Kind: Trade and Signing Calls · About: Caleb Williams, Chicago Bears - Verdict: not settled yet ## Who this take is about - Caleb Williams — https://missedtakes.thegoodapps.co/nfl/players/caleb-williams - Chicago Bears — https://missedtakes.thegoodapps.co/nfl/teams/bears ## What others said about the same people - Mike Moraitis on Ozzy Trapilo: Moraitis writes that although Braxton Jones has looked like the favorite, Ozzy Trapilo is likely to take over as the Bears' starting left tackle once he's healthy enough to play. — https://missedtakes.thegoodapps.co/opinions/cdfe5f0f-6783-4730-b9bb-d942e28b037a (scored 0) - Pete Martuneac on Ozzy Trapilo: After Trapilo's activation from the PUP list roughly seven months after rupturing his patellar tendon, Martuneac says the Bears' left tackle competition is over and Trapilo will be starting at left tackle early in the 2026 season, even if not by Week 1. — https://missedtakes.thegoodapps.co/opinions/d42f10ad-a71c-4ea9-95e8-2b53fde77971 (scored 0) - Eric Cohen on Chicago Bears: Cohen says the Bears win easily in Carolina, and that Tennessee starts 1-0 over a Jets team he considers the third-worst in the league. — https://missedtakes.thegoodapps.co/opinions/37c0b874-cb1b-43c8-b78e-96a7b287ae62 (scored 100) - Danny Parkins on Chicago Bears: Parkins picked the Giants to upset Dallas, the Steelers to beat Atlanta by two scores, the Bears to beat Carolina, the Bills to beat Houston and Denver to beat Kansas City outright; he also said Justin Herbert will win an MVP and had the Bengals as AFC North champs. — https://missedtakes.thegoodapps.co/opinions/36c480cc-6b54-4cea-8204-3fc00ea6493c (scored 100) - Kirk Herbstreit on Chicago Bears: Herbstreit made a full slate of Week 1 picks — Lions, Ravens, Bears, Bills, Buccaneers, Jaguars, Titans, Eagles, Packers and Cowboys — and also said he still thinks Seattle is the team to beat in the NFC West. — https://missedtakes.thegoodapps.co/opinions/5bc3755c-9b84-484f-b8f2-b18d51a12261 (scored 100) - Jonas Knox on Chicago Bears: Knox picked the Steelers at home over the Falcons, his Bears over the Panthers, the Bengals over the Buccaneers, the Texans money line over the Bills, and the Cowboys over the Giants. — https://missedtakes.thegoodapps.co/opinions/82dd7d9f-4c15-4afc-aeff-3eb2cd06030b (scored 100) ## More trade and signing calls The same kind of call, about other players and teams. - Chris Brockman on Baker Mayfield: Brockman's season-preview overreactions: Fernando Mendoza becomes an Offensive Rookie of the Year finalist; Dak Prescott wins MVP and the Cowboys win the Super Bowl; Jesse Minter's Ravens win the AFC North; C.J. Stroud leads Houston to the AFC's No. 1 seed; Jonathan Taylor approaches 2,000 rushing yards; Baker Mayfield wins the NFC South, goes 12-5 and reaches the NFC title game while landing a $60 million-per-year deal; and Aaron Rodgers throws 35-plus touchdowns as the Steelers go 11-6 and win the North. — https://missedtakes.thegoodapps.co/opinions/d508736e-a824-4fa0-854c-df4ebdd9ef02 (scored 100) - Mike Moraitis on DaRon Bland: Moraitis names five Cowboys he expects to be playing their final season opener in Dallas in 2026: George Pickens (likely tag-and-trade or departure), Malik Hooker, Luke Schoonmaker, DeMarvion Overshown and DaRon Bland. — https://missedtakes.thegoodapps.co/opinions/66b5ed7b-41bd-4f67-9b4d-16eae4675e67 (scored 100) - Bucky Brooks on Keenan Allen: Brooks predicted J.J. McCarthy won't be on the Vikings' roster (traded or released), said Kyler Murray wins the Vikings' QB competition, made a series of 2025 award picks, made 2026 Heisman/draft projections including Arch Manning as the front-runner for the No. 1 overall pick, and said none of Lamar Jackson, Josh Allen or Joe Burrow win a championship this season. — https://missedtakes.thegoodapps.co/opinions/10c3797b-f9e0-41ca-a2a3-5d765a242a79 (scored 100) - Jon Gruden on Baker Mayfield: The former Buccaneers head coach predicted that Tampa Bay and Baker Mayfield are closer on a new contract than believed and that an extension will get done. — https://missedtakes.thegoodapps.co/opinions/10bb8ff2-886c-488e-b693-fb4ea9dd5880 (scored 100) - Joel Corry on Baker Mayfield: The unsigned CBS Sports analysis lays out the contract it believes Tampa Bay will have to give Mayfield at minimum: a two-year extension averaging $50 million per year with $110 million in guarantees and a no-trade clause. — https://missedtakes.thegoodapps.co/opinions/8a840ff4-f1e5-48ca-bec6-ba41e9ef2396 (scored 100) - Seth Walder on Kayshon Boutte: Walder proposes five trades he believes should happen before Week 1 of the 2026 season: Jessie Bates III to the 49ers, Kayvon Thibodeaux to the Patriots, Keon Coleman to the Colts, Walker Little to the Cardinals, and Kayshon Boutte to the Commanders, where he says Boutte would immediately be Washington's No. 2 receiver. — https://missedtakes.thegoodapps.co/opinions/0263bd78-6c5c-41c5-8615-0467d8ef521a (scored 0) --- Accuracy is 0-100 against what actually happened. The naive guess is what a strategy requiring no knowledge would have scored on the same call — the difference is the skill, and it is what the MissedTakes Score averages. Full method: https://missedtakes.thegoodapps.co/methodology We summarize what a pundit said and quote a short span for attribution; we never republish their article. If this is wrong, tell us: https://missedtakes.thegoodapps.co/corrections?pundit=gene-chamberlain