Chicago Bears general manager Ryan Poles. Jamie Sabau-USA TODAY Sports

One of the more popular general manager interview candidates in recent years, Ian Cunningham is in his third offseason as the Bears assistant GM. The team will reward its top front-office lieutenant.

Cunningham has an extension in place, according to ESPN’s Adam Schefter. The team hired Cunningham to work as Ryan Poles‘ second-in-command in 2022. 

Despite the Bears not booking a playoff spot in that span, widespread interest has come in the form of GM interviews. While more should be on tap, the Bears are pleased with Cunningham’s work thus far.

This move comes as Poles remains on the contract he signed back in 2022. Contracts for assistant GMs and assistant coaches generally do not match the length of those awarded to top decision-makers, but Cunningham has some security — in the form of guaranteed money — moving forward. 

The Bears hired Cunningham from the Eagles in 2022; he was one of four Philly execs — along with Brandon Brown (Giants), Catherine Raiche (Browns) and Andy Weidl (Steelers) — to land an assistant GM job elsewhere that year.

Four teams have reached out to Cunningham about interviews over the past two years. Both clubs who were searching for GMs in 2023 — the Cardinals and Titans — met with him about jobs. This year, the Chargers and Commanders did so. 

It is believed Cunningham was offered the Cardinals’ GM job last year, but he turned down the position — one that ended up going to Monti Ossenfort. This year, Washington’s job came down to Cunningham and 49ers exec Adam Peters. The latter ended up with the position.

Peters came from a 49ers team that has ventured to four NFC Championships and two Super Bowls over the past five years, while the Bears — amid a rebuild — have gone 10-24 in that span. 

Cunningham receiving the level of attention he has despite the Bears’ on-field performance in this span reflects a high opinion around the league. 

Chicago’s Poles-led front office has made interesting moves during this rebuild, most notably the 2023 trade that sent the Panthers Bryce Young and ended up giving the Bears this year’s No. 1 pick. That selection is all but certain to turn into Caleb Williams on Thursday night.

The Bears now have an interesting opportunity to reset their quarterback contract clock around Williams, providing Poles and Cunningham more roster flexibility. 

While Chicago was expected to land more in a Justin Fields trade — one that ended up sending the team only a conditional sixth-round 2025 draft choice (from Pittsburgh) — the NFC North team is now off that rookie contract. 

Williams will not be extension-eligible until 2027. If the USC product shows promise early, Cunningham should not be expected to be around for much of the QB’s Windy City tenure. Until Cunningham lands/accepts a GM role, he will be in place as Poles’ right-hand man.

More must-reads:

TODAY'S BEST
Pacers' Pascal Siakam leads team to Game 6 win vs. Knicks
Late goal sends Panthers to Eastern Conference Finals
Ex-teammate of Shohei Ohtani placed bets with same illegal bookmaker as interpreter 
Former Rams first-round pick retires from NFL after 11 seasons
Insider provides major injury update on Celtics' Kristaps Porzingis
Watch: Bruins strike first in Game 6 with incredible backhand goal
Dodgers make series of moves involving notable players
Giants rookie CF to undergo season-ending labrum surgery
Hurricanes not expected to re-sign defenseman, center
Paul Skenes makes incredible Wrigley Field history in second-career MLB start
Maple Leafs tab former Stanley Cup winner as new head coach
NFL insider expands on competition between Steelers QBs Russell Wilson, Justin Fields
NFL sets outrageous prices for Eagles-Packers Brazil game
Scottie Scheffler shoots improbable 66 after warming up for PGA Championship in a jail cell
Nuggets star has worrying comment about latest injury
Broncos 'very unlikely' to bring back former NFL interceptions leader
Greg Olsen offers broadcasting advice to Tom Brady
Yankees' Juan Soto reacts to Hal Steinbrenner contract talk
Mets star has theory about closer Edwin Diaz's recent struggles
Scottie Scheffler arrested, still makes PGA Championship tee time