Bears general manager Ryan Poles spoke openly of his admiration for Montgomery as a player, but that wasn’t enough to get a deal done.

Source: https://chicago.suntimes.com/bears/2023/3/13/23634861/free-agency-2023-bears-transaction-tracker-ryan-poles-matt-eberflus-draft-nfl-general-manager-sign

Bears general manager Ryan Poles, who drafted cornerbacks Kyler Gordon and Tyrique Stevenson in the second round the last two years, said after the draft, “Jaylon, I hope he’s a guy we get to keep here for a while, too.”

Source: https://chicago.suntimes.com/bears/2023/6/7/23752550/bears-top-cb-jaylon-johnson-back-at-halas-hall-for-otas

Bears president Ted Phillips and chairman George McCaskey listen after introducing new general manager Ryan Poles and coach Matt Eberflus on Jan.

Source: https://www.chicagotribune.com/sports/bears/ct-chicago-bears-kevin-warren-president-20230112-ev3vt6qxo5gilmsdbgagx6gjiu-story.html

Chicago Bears general manager Ryan Poles speaks with the media at Halas Hall on March 16, 2023, in Lake Forest.

Source: https://www.bostonherald.com/2023/05/28/chicago-bears-general-manager-ryan-poles-buys-2m-lincolnshire-home-2/

Chicago made a move to bolster their receiving corps during last season’s trade deadline when General Manager Ryan Poles traded a second-round draft pick to the Pittsburgh Steelers in exchange for Claypool.

Source: https://brobible.com/sports/article/bears-arent-happy-with-wr-chase-claypools-effort/

If Jalen Carter and Paris Johnson are both there at No. 9, who do you see Ryan Poles taking?

Source: https://www.bostonherald.com/2023/04/12/chicago-bears-qa-who-would-you-take-at-no-9-jalen-carter-or-paris-johnson-what-will-kevin-warren-add-as-he-starts-his-new-role/

Ryan Poles (left) and Matt Eberflus (right) have fixed the defense, but there are still unanswered questions about the Bears.

Source: https://chicago.suntimes.com/bears/2023/12/10/23996184/3-takeaways-from-bears-28-13-win-over-lions-at-soldier-field

Smith returned without any capitulation from Bears general manager Ryan Poles, who eventually traded him to the Ravens on Oct. 31 for a second- and fifth-round pick.

Source: https://chicago.suntimes.com/bears/2023/1/10/23548825/ravens-bears-roquan-smith-contract-extension-100-million-agree-off-ball-linebacker-ryan-poles-trade

The abrupt and abnormal resignation of defensive coordinator Alan Williams with what sources told the Tribune was a conduct-related exit was the biggest fire general manager Ryan Poles and coach Matt Eberflus have had to contain and clean up after.

Source: https://www.bostonherald.com/2023/10/12/in-the-last-2-games-justin-fields-has-been-___-the-defense-needs-___-insights-on-4-chicago-bears-questions-2/

The goal for Chicago Bears general manager Ryan Poles when he hosts draft prospects at Halas Hall and then takes them out to dinner is to get to know them and their knowledge of football in a more relaxed setting.

Source: https://www.bostonherald.com/2023/04/04/how-the-draft-process-is-unfolding-for-chicago-bears-gm-ryan-poles-as-he-considers-his-options-at-no-9-including-jalen-carter/