Former Chicago Cubs outfielder and 14th overall pick by the Atlanta Braves, Jason Heyward, has officially retired. The man who made the famous rain delay speech in Game 7 of the 2016 World Series last played in a Major League game on May 23rd, 2025 with the San Diego Padres. He finishes a 16-year career with five Gold Gloves, a .255/.336/.408 slashline with 186 home runs and .744 OPS in 1,824 games.
Jason Heyward has officially retired, via a release today. 16 years, two rings, one rain delay speech.
— Jesse Rogers (@JesseRogersESPN) March 27, 2026
Heyward’s legacy on the North Side.
Heyward signed the biggest free agent contract in Cubs history in December, 2015. Coming off a very good season with the Cardinals, the Cubs won the bidding war to get the All Star outfielder. There is no debate that the offensive numbers Heyward posted in a Cubs uniform did not live up to the expectations of the $184 million deal. As a Cub, he hit .245/.323/.377 with a .700 OPS, 62 homers, and an 85 OPS+ in 744 games. He was eventually cut with money and years still owed after 2022.
With that said, Heyward was part of a World Series Cubs team and four Cubs postseason teams total. His defense was very good, winning two of his five Gold Gloves in Chicago, and he was a respected leader in the clubhouse. Even if the results were not there, the work ethic and respect were. Heyward carried himself with class and was a great asset to the community. Just a few years ago, he opened his baseball academy in Chicago.
As corny as it is, the rain delay speech will live in Cubs lore forever. Blowing a 5-1 and 6-3 lead and being in a delay before extra innings put the players, as Anthony Rizzo would say, in a “glass case of emotion.” Rallying the troops and winning in 10 innings proved to be huge in ending a 108-year drought. That was worth something. It’s fitting he retired and can celebrate the 10-year anniversary this season.
Happy retirement to Jason Heyward.
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