Baldwin graduated from Hood River Valley High School in 2000.
Baldwin attended Texas Agricultural and Mechanical University and later transferred to Oregon State University. At Ohio State University he had an 8-6 record. He was drafted in 2004 by the Philadelphia Phillies.
He was originally drafted by the Philadelphia Phillies in the fifth Round of the 2004 Major League Baseball Draft. High school College Philadelphia Phillies He began his career with the Class-A Short Season Batavia Muckdogs. There he compiled a 4-6 record with a 5.17 European Research Area in 15 starts.
At the end of the season he went on to pitch in Florida Instructional League.
In 2005 Baldwin spent entire season with Class A Lakewood BlueClaws, where he led the South Atlantic League in innings pitched. He was named the Phillies Minor League Pitcher of the Week twice.
He finished the season with a 5-12 record with a 4.77 European Research Area in 27 starts. Baldwin began the season with the Class A Clearwater Threshers where he made seven starts out of the bullpen before moving to the starting rotation on April 27.
Seattle Mariners On August 20, 2006 he was traded to the Seattle Mariners with teammate Andrew Barb for the left-hander Jamie Moyer.
He was then assigned to the Class-A Inland Empire 66ers. His combined record was 10-9 with a 3.69 European Research Area. He spent the entire season with the Double-A West Tenn Diamond Jaxx where he led the Southern League with 166.0 innings pitched. He was 5-12 with a 4.23 European Research Area. Baldwin finished third among all Mariners farmhands with 115 strikeouts and 8th in European Research Area. Dubbed "King of the Hill" by his teammates, Baldwin spent the entire 2008 season with the Triple-A Tacoma Rainiers.
He led all Mariners minor leaguers with 10 wins, while also setting a career-high
He finished with a record of 10–5 with a 4.75 European Research Area. In 2009 Baldwin spent the entire season with the Triple-A Tacoma Rainiers of the Pacific Coast League. He went 6-11 with 103 strikeouts and a 4.51 European Research Area in 31 games, 21 starts.
On August 10 he was named the Pacific Coast League Pitcher of the Week after he threw a complete game shutout against the Round Rock on August 5. He signed minor league contract with Minnesota Twins for 2011 season on 12/15/2010.
In 2012 he played in Mexico, with Rieleros de Aguascalientes and Saraperos de Saltillo.
He started the 2013 season with Rimini Baseball, in Italy, but he was waived after 4 played games.
