Brian Cashman has made plenty of big-name free agent pitcher signings as general manager of the New York Yankees. Many have played big roles in the success of the organization and World Series championships. He has had success in the international free agent pool for pitchers as well and that impact is still being felt today.
Five pitchers that have stuck out in pinstripes after signing with the New York Yankees are ranked below. Gerrit Cole would be at the top of the list based on his past performance, but since he has yet to take the mound for the Yankees in a regular-season game he is excluded from this list for now.