| 06/03/2003 | Drafted by Drafted by the Tampa Bay Devil Rays in the 16th round of the 2003 MLB June Amateur Draft from Santa Margarita Catholic HS (Rancho Santa Margarita, CA). | 
		
			| 06/06/2006 | Drafted by  the Pittsburgh Pirates in the 4th round of the 2006 MLB June Amateur Draft from California State University Long Beach (Long Beach, CA). | 
		
			| 11/26/2015 | Received a 1-year contract worth a total of $1,625,000 through arbitration. | 
		
			| 01/01/2016 | OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 65 (65); Control: 60 (60). | 
		
			| 11/23/2016 | Was not offered arbitration and became a free agent. | 
		
			| 12/30/2016 | Signed a 3-year contract worth a total of $11,400,000 with the Boston Red Sox organization. | 
		
			| 01/01/2017 | OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 65 (65); Control: 65 (65). | 
		
			| 01/01/2018 | OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 65 (65); Control: 65 (65). | 
		
			| 02/26/2018 | Injured on 02/24/2018, diagnosed with shoulder inflammation, will miss 3-4 months. | 
		
			| 05/06/2018 | Suffered setback in recovery from injury, requires surgery and will miss another 8 months. | 
		
			| 10/31/2018 | Boston Red Sox voided the team option year. | 
		
			| 11/23/2018 | Became a free agent. | 
		
			| 01/01/2019 | OSA scouting updated ratings (potential): Stuff: 55 (55); Movement: 60 (60); Control: 55 (55). |