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Scouting Report
Updated May 19, 2026
Jason Heyward, 36-year-old retired 16-year MLB veteran and five-time Gold Glove outfielder, has joined the Los Angeles Dodgers as a special assistant in baseball operations less than two months after retiring on March 27, 2026. In this new role, Heyward will evaluate talent and organizational infrastructure at minor league affiliates while learning the front office side of baseball operations. He aspires to eventually become a General Manager or team president. Heyward also interviewed with the Chicago Cubs and Chicago White Sox before accepting the Dodgers position. His career included stops with six teams and he finished with a .255/.336/.400 slash line, 186 home runs, 308 doubles, 126 stolen bases, and 730 RBIs across 1,824 games.
Strengths
- + Exceptional defensive player with five Gold Glove Awards
- + Strong clubhouse presence and leadership qualities
- + 16-year MLB career with extensive experience across six organizations
- + 2010 All-Star with proven track record
- + Demonstrated ability to impact winning culture (credited with pivotal clubhouse speech during Cubs 2016 championship run)
- + Eager to learn and develop in new front office role
- + Respected by current management (Dave Roberts endorsement)
- + Opportunity to leverage playing experience in player evaluation and scouting
Weaknesses
- - Offensive production declined significantly after 2015 Cubs signing, averaging below-average performance outside 2019-2020
- - Career batting average of .255 indicates offensive limitations
- - Limited front office experience requires substantial learning curve
- - Age 36 may present challenges in long-term career trajectory in baseball operations
About
Jason Heyward is a left fielder for the Chicago Cubs.
Player Overview
LF
Chicago Cubs