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ST PETERSBURG, FLORIDA – OCTOBER 05: Manager Aaron Boone #17 of the New York Yankees looks on from the dugout out before game two of the American League Division Series against the Tampa Bay Rays at Tropicana Field on October 05, 2026 in St Petersburg, Florida. (Photo by Mike Stobe\/Getty Images)<\/p>\n
The New York Yankees<\/a> fell short once again this season, getting swept by the Tampa Bay Rays<\/a> in the ALDS roughly two weeks ago.<\/p>\n One of the biggest questions entering the offseason was whether the Yankees would keep Aaron Boone as their manager with one year remaining on his contract after completing his ninth season.<\/p>\n That question was answered Monday when Pete Caldera of USA Today first reported that the Yankees would retain Boone for the 2027 season but would not give him a contract extension.<\/p>\n Michael Kay Drops Blunt Quote on Yankees Keeping Boone<\/p>\n During Tuesday\u2019s episode of the \u201cMichael Kay Show,\u201d YES Network announcer Michael Kay shared his thoughts<\/a> on the Yankees keeping Boone.<\/p>\n Kay made it clear that he believes this is Boone\u2019s last chance. If he doesn\u2019t win a World Series, Kay expects the Yankees to fire him.<\/p>\n \u201cNow I will tell you this about Aaron Boone. So he\u2019s coming back. And I believe this is the last chance saloon. I believe that if he doesn\u2019t win a World Series in 2027 he will be let go,\u201d Kay said. \u201cAnd they\u2019ll move onto another manager. 10 years is a long, long time. And 10 years is an eternity with the New York Yankees when it comes to not winning a World Series.<\/p>\n \u201cSo he\u2019s gotta win. They\u2019re not gonna have him go into the season and give him an extension\u2026 too bad. Now he knows he either wins a World Series or he\u2019s not coming back. And can I swear to that, no I can\u2019t swear to that.\u201d<\/p>\n ICYMI: Aaron Boone is back as New York Yankees\u2019 manager. Will this be his last chance to win a World Series?<\/p>\n Tune into The @RealMichaelKay Show weekdays from 1P-3P on the @ESPNNewYork App & YouTube \ud83d\udcf2<\/p>\n Presented by The Perecman Firm!<\/p>\n WATCH HERE: https:\/\/t.co\/nwJo2nZDJk https:\/\/t.co\/DjxOEuUZZr<\/p>\n \u2014 ESPN New York (@ESPNNewYork) October 20, 2026<\/a><\/p>\n Looking at the Yankees<\/p>\n New York is in an interesting spot and will likely confirm Boone\u2019s return for 2027 during a press conference Wednesday.<\/p>\n Even with Boone coming back, the Yankees still have major questions to answer about their roster. They have some glaring holes and need to make improvements to compete with teams like the Rays, who had New York\u2019s number all season.<\/p>\n That said, the Yankees also dealt with extended absences from sluggers Aaron Judge<\/a> and Giancarlo Stanton<\/a>. The offense took a significant dip when they were out of the lineup, particularly Judge.<\/p>\n New York will have an opportunity to retool the roster around Judge this offseason, with several players set to hit free agency. That will give the Yankees a chance to explore the open market and identify areas for improvement, particularly at third base, second base, catcher and center field.<\/p>\n \n\t\t\tCole Sullivan<\/a> Cole Sullivan is a sports journalist for Heavy.com covering the NFL, NBA, college football, and college basketball. A member of the United States Basketball Writers Association, he has written for FanSided, Athlon Sports, The Sporting News, and Newsweek. Sullivan earned an Associate degree from Franklin Pierce University and a Bachelor’s degree from Lynn University, where he studied Communications and Media Studies with a focus on Sports Journalism. More about Cole Sullivan<\/a>\t\t<\/p>\n","protected":false},"excerpt":{"rendered":"Getty ST PETERSBURG, FLORIDA – OCTOBER 05: Manager Aaron Boone #17 of the New York Yankees looks on…\n","protected":false},"author":2,"featured_media":834496,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[2376],"tags":[5,4,1690,62,2548,2547,142],"class_list":["post-834495","post","type-post","status-publish","format-standard","has-post-thumbnail","category-new-york-yankees","tag-baseball","tag-mlb","tag-new-york","tag-new-york-yankees","tag-newyork","tag-newyorkyankees","tag-yankees"],"share_on_mastodon":{"url":"https:\/\/channels.im\/@mlb\/117478396197823285","error":""},"_links":{"self":[{"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/posts\/834495","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=834495"}],"version-history":[{"count":0,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/posts\/834495\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/media\/834496"}],"wp:attachment":[{"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/media?parent=834495"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/categories?post=834495"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.rawchili.com\/mlb\/wp-json\/wp\/v2\/tags?post=834495"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}