Those were the driving forces behind his free-agent process that ultimately led him to the Chicago Cubs. After failing to sign<\/a> the third baseman last spring, unable to meet the value and one-year opt-out he received from the Boston Red Sox, the Cubs made sure Bregman had no doubts this time as to how much they wanted him in a Cubs uniform and the lengths the organization would go to make that happen.<\/p>\n \u201cLiterally the first second that free agency really opened I felt like we knew the Cubs wanted our family to be here, and we were excited about it,\u201d Bregman, 31, said. \u201cI thought it was trending that way, probably from the beginning of the offseason. They expressed right away that they wanted me. They made it extremely clear that they valued what I valued.\u201d<\/p>\n An hour before the Chicago Bears\u2019 playoff game against the Green Bay Packers on Saturday night, both sides were getting into the final details of the deal. Bregman\u2019s wife, Reagan, started looking at places to live in Chicago with their two boys, Knox and Bennett, and then went out to dinner in Arizona to celebrate. The news of Bregman\u2019s five-year, $175 million contract was finalized early in the fourth quarter as the Bears mounted their incredible comeback win<\/a>. A grinning Bregman recalled that when the deal broke as the Bears trailed 21-6, he thought, \u201cThis could go one of two ways, I hope they come back.\u201d Bregman will be at Soldier Field for Sunday\u2019s game against the Los Angeles Rams<\/a>.<\/p>\n President of baseball operations Jed Hoyer hadn\u2019t planned for everything to come to fruition, either, during the Bears\u2019 big win, which he watched at home with his sons.<\/p>\n \u201cYou never quite know when deals are going to get done \u2014 it wasn\u2019t ideal timing, but it ended up kind of perfect,\u201d Hoyer said. \u201cWe\u2019re always balancing dollars this year, dollars next year, you always try to put that puzzle together, but I think certainly the goal going in was we knew we had to redo the bullpen because we had all the guys on the one-year deal, and we wanted to add a clear upgrade in the rotation, and we wanted to improve our offense.<\/p>\n \u201cAdding depth to our roster is still something that we\u2019re going to be focused on, so by no means are we done with the offseason, but I do think that we check some of the big boxes that we were hoping to accomplish.\u201d<\/p>\n The Cubs never wavered in expressing their interest to Bregman and agent Scott Boras to the point of making offers fairly early.<\/p>\n Bregman had been on Hoyer\u2019s radar since the third baseman was an amateur standout in New Mexico. The Red Sox drafted Bregman in the 29th round in 2012, about seven months after Hoyer left to become Cubs general manager. Following a stellar career at LSU, Hoyer hoped Bregman might drop with the Cubs picking ninth in the 2015 draft, the spot where they took Ian Happ, but the Houston Astros selected Bregman second behind top pick Dansby Swanson. Bregman\u2019s former manager in Houston and current Tigers manager A.J. Hinch is a good friend of Hoyer\u2019s from their time together in San Diego, resulting in further insight into Bregman over the years.<\/p>\n \u201cThe incredible intensity every single day, in the video room, in the cage trying to develop a plan to win that night, so I felt like I had pretty good inside knowledge of what he brings,\u201d Hoyer said. \u201cHe\u2019s a player that I\u2019ve kind of followed. Never really had a great opportunity to acquire him, but certainly always admired him from afar because of how he plays a game and how he prepares and also how people around him talk about him, which is really important.\u201d<\/p>\n One of the biggest separators within the competing interest Bregman received from the Red Sox and Cubs was each team\u2019s willingness to do something the organization typically tries to avoid. Most notably, the Cubs were willing to construct a contract with deferrals \u2014 $70 million total of the $175 million contract \u2014 something they had opposed organizationally in recent years. A change in their philosophy can be traced back to the summer when Hoyer\u2019s conversations with Chairman Tom Ricketts and president of business operations Crane Kenney highlighted the merits of doing those type of contracts. The Cubs were willing to give Bregman a no-trade clause, which the Red Sox avoid and ultimately wouldn\u2019t include for Bregman.<\/p>\n \u201cThe two most important things to me are my family and winning baseball games, and the Cubs showed me right away that they were committed to both of those things,\u201d Bregman said.<\/p>\n When evaluating Bregman\u2019s aging curve and how his skill set will play out over the five-year deal, the Cubs felt the three-time All-Star possesses certain attributes that project well: makes contact and controls the strike zone at elite levels, obsessive daily preparation for himself and the team, and engaging leadership and care for his teammates.<\/p>\n \u201cI feel like it\u2019s a group of guys that are focused on getting better at the game of baseball every single day and want to be the best version of themselves, and that\u2019s the kind of group that you need,\u201d Bregman said. \u201cWhen talking with the Cubs this offseason, they told me ways that I could get better as a player, ways that they were planning on making improvements to their team, how committed they were to winning, how that will be the standard here, and how it will be the standard every year that I will be here.\u201d<\/p>\n The addition of Bregman cuts into Matt Shaw\u2019s opportunities at third base, where he established himself as a Gold Glove Award finalist last year. With the Cubs essentially having five starting-caliber infielders, there has been a steady influx of calls to the Cubs. Hoyer avoided commenting specifically on the fit and trade chatter surrounding Shaw and Hoerner. He also declined to reveal any conversations he has had with either player over the last week.<\/p>\n \u201cThere\u2019s always calls coming in, I think it\u2019s an active industry where people are always looking at those things,\u201d Hoyer said. \u201cBut it\u2019s our job to listen to things, that\u2019s always our job, and it\u2019s always our job to seek to make the team better. It doesn\u2019t mean we\u2019re looking to do something, but of course people are going to call, and the job is to listen and to think about it.\u201d<\/p>\n","protected":false},"excerpt":{"rendered":"Alex Bregman pulled on his crisp, pinstriped Chicago Cubs jersey, flashing a new number for the first time…\n","protected":false},"author":2,"featured_media":522539,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[2399],"tags":[72,5,138,24,4245,15755,161,884,716,4,33,810],"class_list":["post-522538","post","type-post","status-publish","format-standard","has-post-thumbnail","category-chicago-cubs","tag-alex-bregman","tag-baseball","tag-chicago","tag-chicago-cubs","tag-chicagocubs","tag-crane-kenney","tag-cubs","tag-jed-hoyer","tag-matt-shaw","tag-mlb","tag-nico-hoerner","tag-scott-boras"],"share_on_mastodon":{"url":"https:\/\/channels.im\/@mlb\/115901879777457832","error":""},"_links":{"self":[{"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/posts\/522538","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/comments?post=522538"}],"version-history":[{"count":0,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/posts\/522538\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/media\/522539"}],"wp:attachment":[{"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/media?parent=522538"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/categories?post=522538"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/tags?post=522538"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}![\"The](\"https:\/\/www.rawchili.com\/mlb\/wp-content\/uploads\/2026\/01\/1768522216_581_CTC-L-CUBS-BREGMAN08_258299630.jpg\")
New Cubs third baseman Alex Bregman puts on his jersey between agent Scott Boras, left, and President Jed Hoyer at his introductory news conference Thursday, Jan. 15, 2026, in Chicago. (E. Jason Wambsgans\/Chicago Tribune)<\/p>\n