Jameson Taillon was the Pirates’ first-round pick (second overall) in 2010 out of high school in Texas. (Context: Picked right after Bryce Harper and right before Manny Machado.)
For five straight years he was a Top 100 prospect, even after missing 2014 and 2015 with Tommy John surgery. He pitched well enough for the Pirates for four years (2016-19) before a second TJS took him out of most of 2019 and all of 2020.
The Pirates traded him to the Yankees before the 2021 season for Roansy Contreras, Canaan Smith-Njigba, Miguel Yajure and minor leaguer Maikol Escotto.