{"id":163498,"date":"2026-03-29T12:35:03","date_gmt":"2026-03-29T17:35:03","guid":{"rendered":"https:\/\/www.chicitysports.com\/?p=163498"},"modified":"2026-03-29T12:35:03","modified_gmt":"2026-03-29T17:35:03","slug":"chicago-cubs-post-2026-payday-window-contracts","status":"publish","type":"post","link":"https:\/\/www.chicitysports.com\/chicago-cubs-post-2026-payday-window-contracts\/","title":{"rendered":"Chicago Cubs post-2026 payday window driving recent contracts"},"content":{"rendered":"
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2026 looms as a pivotal season for the Chicago Cubs. A wave of key players are set to hit free agency while facing a new collective bargaining agreement that could reshape the financial landscape. Despite this, the team has already shown a willingness to spend big by locking in Alex Bregman, Pete Crow-Armstrong, and Nico Hoerner,<\/a> on top of Dansby Swanson,who is locked up through the 2029 season.<\/p>\n

For Cubs fans, it’s encouraging to see Jed Hoyer getting the green light from the Ricketts Family to commit $175 million to Bregman, $115 million to Crow-Armstrong<\/a>, and $141 million to Hoerner<\/a>, bringing their total spending since the end of last off-season up to $488 million. That said, many might be wondering “how are they doing this?”<\/p>\n

Chicago Cubs post-2026 payday window could be driving recent contracts handed out<\/h2>\n
\"Chicago
Jan 15, 2026; Chicago, Illinois, USA; Alex Bergman puts on a Jersey held by Chicago Cubs president Jed Hoyer as he\u0092s introduced as a new Chicago Cubs player at a press conference at Wrigley Field. Mandatory Credit: David Banks-Imagn Images<\/figcaption><\/figure>\n

As things currently stand, right now the Cubs are scheduled to have $124.325 million come off the books at seasons end, according to a deep dive of the finances by Michael Cerami at BleacherNation. Of the 14 players potentially becoming free agents<\/a>, five are making more than $10 million and two more than $20 million. Additionally, all of Shota Imanaga, Ian Happ, Seiya Suzuki, Jameson Taillon, and Matthew Boyd are over 30 years old, meaning they are unlikely to get long term contracts<\/a>.<\/p>\n

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Money coming off #Cubs<\/a> books at the end of this season (luxury tax):<\/p>\n

Imanaga: $22.025M
\nHapp: $20.3M
\nSuzuki: $17M
\nTaillon: $17M
\nBoyd: $14.5M
\nRea: $6.5M*
\nHarvey: $6M
\nKelly: $5.75M
\nThielbar: $4.5M
\nMilner: $3.75M
\nCarlson: $2M
\nConforto: $2M
\nWebb: $1.5M*
\nAustin: $1.5M<\/p>\n

Total:\u2026<\/p>\n

\u2014 Michael Cerami (@Michael_Cerami) March 28, 2026<\/a><\/p><\/blockquote>\n

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In other words, the Cubs aren\u2019t just spending to spend, they\u2019re strategically extending their competitive window. By committing big money now, they\u2019re locking in cornerstone talent before that financial flexibility opens up, positioning themselves to supplement the new future core even further once contracts from Imanaga, Happ, Suzuki, Taillon, Boyd, and others roll off.<\/p>\n

Furthermore, no matter how the next collective bargaining agreement shakes out, the Cubs are positioned to have significant financial flexibility next winter. Even if a new CBA introduces stricter payroll thresholds or spending penalties, this kind of built-in breathing room ensures the Cubs can remain aggressive, whether that means pursuing top free agents or trading for more talent.<\/p>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/section>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/section>\n<\/div>\n","protected":false},"excerpt":{"rendered":"

2026 looms as a pivotal season for the Chicago Cubs. A wave of key players are set to hit free agency while facing a new collective bargaining agreement that could reshape the financial landscape. Despite this, the team has already shown a willingness to spend big by locking in Alex Bregman, Pete Crow-Armstrong, and Nico<\/p>\n","protected":false},"author":538,"featured_media":163499,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"om_disable_all_campaigns":false,"_uf_show_specific_survey":0,"_uf_disable_surveys":false,"footnotes":""},"categories":[6865,6864,74],"tags":[7838,4668,6248],"class_list":{"0":"post-163498","1":"post","2":"type-post","3":"status-publish","4":"format-standard","5":"has-post-thumbnail","7":"category-chicago-cubs-news","8":"category-chicago-cubs-rumors","9":"category-chicagocubs","10":"tag-alex-bregman","11":"tag-nico-hoerner","12":"tag-pete-crow-armstrong"},"yoast_head":"\nChicago Cubs post-2026 payday window driving recent contracts<\/title>\n<meta name=\"description\" content=\"How are the Chicago Cubs affording to spend all this money all the sudden? 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