3B Nolan Arenado
SP Gerrit Cole
SP Jacob deGrom
1B Paul Goldschmidt
1B Bryce Harper
SS Francisco Lindor
3B Manny Machado

From this group, Gerrit Cole (2019, 2024), Jacob deGrom (2015), Bryce Harper (2022), Francisco Lindor (2016) and Manny Machado (2018) have all played in the World Series, but failed to take home a ring.

Nolan Arenado (34) and Paul Goldschmidt (38) are at an age when they could both chase a ring, with the former expected to be on the trade block this winter, while the latter is a free agent after a decent season with the Yankees on a one-year deal.

Cole (signed through 2028), Harper (signed through 2031), Lindor (signed through 2031) and Machado (signed through 2033) are all locked into their current organization, for better or worse.