Posted: Jun 23, 2022
Major League Affiliations |
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| Cory Willey played for the Boston Red Sox organization in 2004 and the Philadelphia Phillies organization in 2007 and in 2008 reached the Double A level | ||
| Brian Brainer played for the New Haven County Cutters organization in 2007. | ||
| Justin Arminger played for the Southern Maryland Blue Crabs from 2009-2010. | ||
| Cody Holiday was drafted by the New York Mets organization and played from 2009-2011. | ||
| Brennan Miller, who played for the Skipjacks in 2009, was the first Chesapeake baseball player to become a MLB umpire is 2023. | ||
| Shortstop Mike Turner's selection by the Los Angeles Angels of Anaheim in the 2010 amateur draft. | ||
| Nik Nowottnik was signed by the Orioles organization as a free agent from 2013-2016. | ||
| Mike YaSenka was drafted by and played with the St. Louis Cardinals from 2019-2023. | ||
| Joe Nahas was signed as a free agent and plays with the Chicago Cubs from 2019-present. | ||
| Allan Saathoff was signed as a free agent and plays for the Seattle Mariners from 2023-present. | ||
| Livan Reinoso was signed as a free agent and plays for the Los Angeles Dodgers from 2022-present. | ||
| Dayan Reinoso was signed as a free agent and played with the Los Angeles Angels from 2021-2023. |