In the last decade, fewer and fewer players are entering the free agent market when in their prime.
Instead, they tend to sign contract extensions in their younger years, swapping guaranteed money earlier in their career for more money during their prime seasons.
The following two position players, starting pitcher, and reliever are worthy of considering signing to a similar contract extension...
Michael Conforto
In terms of the team's young position players, Conforto is in prime position to agree to a contract extension, especially given how the Yankees handled Aaron Hicks last winter.