The New York Yankees have not won nor made it to the World Series since 2009. Now, 14-years-later in 2023, the Yankees didn’t even come close to making the playoffs; but there are 9 former Yankees who are contending for rings.
D-Backs
There are 3 former Yankees on the Arizona Diamonds. The most notable Yankee alumni is Miguel Castro, who had a 1-year stint in the Bronx, pitching 29 innings in 34 relief appearances and posting a 4.03 ERA.
Other Yankee alumni features Joe Mantiply, a former Met draftee who appeared in just a lone game for the Yankees in 2019. Mantiply pitched 3 innings and allowed 3 ERs. Bryce Jarvis was drafted by the New York Yankees in the 37th round of the 2019 MLB Draft. Jarvis would decide to re-enlist, leading the Diamondbacks to draft him in the 1st round (18th OVR) of the 2020 MLB Draft.
Rangers
The New York Yankees should change their name to the New York Rangers with the way 6 of their alumni could nab a ring.
Aroldis Chapman overall was dominant on the Yankees for his 7-year span, but his final 2 seasons featured inconsistency, injuries and toxic clubhouse behavior.
Andrew Heaney went from being one of the worst trade deadline moves by the Yankees (posted a 7.32 ERA in 35.2 innings), to then finding himself with the Dodgers where he produced some of the best numbers of his career. Now, Heaney is in Texas and could be crowned a World Series winning pitcher. I guess some players just can’t handle the Bronx
Nathan Eovaldi and Jordan Montgomery are both making Brain Cashman facepalm. These two pitchers did wonders in New York, but the Yanks’ let them go for nothing. If Texas wins it all, it would give the Yankees one of their biggest ‘what if’s’ in franchise history.
Other Yankee alumni features Jon Gray (2011 draftee) and Josh Smith (2019 draftee).