![Aaron Judge's free agent contract bet pays off](https://www.sportsbusinessjournal.com/-/media/Images/Daily/2022/12/07/Aaron-Judge-Yankees-getty.ashx)
Yankees keep Aaron Judge with $360M deal
![Aaron Judge's free agent contract bet pays off](https://library.sportingnews.com/2022-05/Aaron-Judge-Getty-FTR-051822.jpeg)
Yankees' Aaron Judge bet on himself, and so far, it's paying off big for new contract
![Aaron Judge's free agent contract bet pays off](https://imageio.forbes.com/specials-images/imageserve/632bb89dcc4e71b26bdd5380/Minnesota-Twins-v-New-York-Yankees/960x0.jpg?format=jpg&width=960)
Calculating Aaron Judge's Mega Free Agent Contract Value
![Aaron Judge's free agent contract bet pays off](https://www.usatoday.com/gcdn/media/2022/06/03/USATODAY/usatsports/ca17fc77ea1e41a3a6e11aad36c71061.jpg?width=1280&height=720&fit=crop&format=pjpg&auto=webp)
Aaron Judge, Yankees agree to $19 million contract, avoid arbitration
![Aaron Judge's free agent contract bet pays off](https://ftw.usatoday.com/wp-content/uploads/sites/90/2022/09/AP-Twins-Yankees-Baseball.jpg?w=1000)
Yankees: Aaron Judge contract free agency rumors; how much he gets?
![Aaron Judge's free agent contract bet pays off](https://media.nbcsportsbayarea.com/2023/05/aaron-judge-yankees-USA_1.jpg?quality=85&strip=all&fit=1600%2C900)
MLB rumors: Yankees' Aaron Judge contract offer close to eight years, $300M – NBC Sports Bay Area & California
![Aaron Judge's free agent contract bet pays off](https://www.nj.com/resizer/gduZ_YgAuRWMChcGZYha1fMeKz0=/1280x0/smart/cloudfront-us-east-1.images.arcpublishing.com/advancelocal/N2DC7SDP6RBK7ICMKPFADOLF3A.jpg)
Aaron Judge market takes shape: Yankees' free-agent slugger has 9-year offer?
![Aaron Judge's free agent contract bet pays off](https://www.usatoday.com/gcdn/presto/2022/06/24/USAT/936927d7-9d4b-4bdf-867d-415727f82783-USATSI_18583930.jpg?crop=3878,2182,x0,y0&width=3200&height=1801&format=pjpg&auto=webp)
Aaron Judge, Yankees agree to $19 million contract, avoid arbitration
![Aaron Judge's free agent contract bet pays off](https://sportshub.cbsistatic.com/i/r/2022/09/21/f6b3b470-359f-47ab-9d98-aeb80e02af64/thumbnail/1200x675/fd2c963b46ccada448fcfe41fdc1799d/judge-getty-3.png)
Aaron Judge contract: Predicting what kind of deal Yankees star will get in free agency after historic 2022
![Aaron Judge's free agent contract bet pays off](https://cdn.vox-cdn.com/thumbor/cX3jIhuudn1aYmUCB25r8TSYoSg=/1400x788/filters:format(jpeg)/cdn.vox-cdn.com/uploads/chorus_asset/file/23643025/arronjudge_getty_ringer.jpg)
Aaron Judge May Make the Yankees Pay—Now and at the End of the Season - The Ringer
![Aaron Judge's free agent contract bet pays off](https://nypost.com/wp-content/uploads/sites/2/2022/12/aaron-judge-contrace-francesa.jpg)
Mike Francesa slams Yankees' 'extreme' Aaron Judge contract