The Yankees Free Agents (who stays and goes)
Brian Cashman (GM) - Brian Cashman has been one of baseballs best GM's. You can say he gave out some bad contracts but the Yankees have the finances to do that so it doesn't matter. He has given plenty of great deals also. Cashman turned the Yankees farm system around restocking it with guys like Gleyber Torres , Clint Frazier , Justus Sheffield and a whole bunch of other home grown studs. The Yankees will almost definitely keep Cashman as the GM and they should.
Joe Girardi (Manager ) - Girardi has been the Yankees manager since 2008. He won the title in 2009. Girardi often gets criticized for over managing or relying to much on his binder for making decisions. The truth is Girardi isn't perfect but he is a good manager. Girardi had his team over achieve in 2017. He is good with the young players. I believe the Yankees keep Girardi.
CC Sabathia (Starting Pitcher) - Sabathia turned back the clock in 2017. He was 10-1 following Yankee loses and came up clutch all season. Sabathia went 14-5 with a 3.69 era in the regular season. Sabathia still has knee issues that remain a concern. If I'm the Yankees I resign CC to a one year deal for about $10 million. Sabathia is effective and is great for the young players. He also brings needed depth to the Yankees.
Matt Holliday (DH) - Holliday had a great first half for the Yankees but a virus and other injuries derailed his season. Holliday started just one playoff game for the Yankees. He had a big homer of Craig Kimbrel and walk off homer against the Orioles. Holliday was a great mentor to Aaron Judge and has been a great player in his career. The Yankees will move on from Matt Holliday. I would not bring Holliday back.
Michael Pineda ( Starting Pitcher) - Pineda has had a strange career. He has great stuff but has always battled injuries and inconsistent play. Pineda was having a good season before Tommy John surgery ended his year. Pineda will likely be out for most of next year. If I'm the Yankees I think I bring him back for the league minimum it can't hurt. He will be rehabbing all season. Ultimately I think the Yankees let him leave. Another team will likely sign him as a reclamation project.
Jaime Garcia (starting pitcher) - Garcia was one of the Yankees midseason trade acquisitions. Garcia was mostly ineffective but was just some needed depth towards the end of the season. Garcia was good in relief in his only playoff appearance. I think the Yankees will let Garcia sign somewhere else.
Todd Frazier (third base) - The president of the thumbs down club was a huge success as a Yankee. His numbers may not show it but he provided some huge clutch playoff hits and was great in the Yankee clubhouse. I love Todd Frazier and what he brings to a baseball team but I think the Yankees won't resign him. They have Gleyber Torres , Miguel Andujar and Chase Headley. They are trying to get under the tax threshold. It's possibly that Frazier comes back on a 1 year deal but unfortunately for him third base is the teams most crowded position.
Mashario Tanaka (starting pitcher) (Can opt out of contract) - So many questions surround Tanaka. Will he opt out or stay under his current deal ? If he opts out will the Yankees resign him? Tanaka had his worst year as a pro as his era was in the mid 4's however his playoff era was under 2 and he was the Yankees playoff ace. Tanaka is due to make upwards of $20 million next season and with his elbow concerns I think he will ultimately stay a Yankee. If he opts out i think the Yankees resign him to an extension fair for both parties.
Resign- Cashman , Girardi , Sabathia , Tanaka
Leave via free agency - Holliday , Frazier , Pineda , Garcia