

Every baseball player dreams of the bright lights and roaring crowds of the big leagues. But only a small handful actually make that dream a reality for 17 years across continents. Jay Jackson, a pitcher as well known for his infectious grin as for his slider, is one of those lucky few. Beyond his impressive journey, it surely took immense resilience—something he writes about in his new book, “9 Innings to Living Your Best Life.” From Chicago to San Diego, Hiroshima to San Francisco, Jackson’s baseball journey has been one heck of a ride. That long, twisting road, filled with triumphs and failures, and now it’s come to its final stop. Here’s to you, Smiley J – thanks for the memories!
Jackson dropped a bombshell on social media on Sunday, and it’s got baseball fans feeling all kinds of emotions. In his true style, he kicked off his retirement post with a cheerful, “Happy #SMILEYJSATURDAY.” Because even when he’s breaking hearts, he’s still spreading joy. He admitted it was one of the toughest decisions he’s ever made, but man, what a ride it’s been! Reflecting on his career, he added, “I got to live a dream for 17 years of my life… From a 9th round draft pick out of Furman.” From battling through those challenges to navigating personal struggles, like supporting his prematurely born son during a lengthy hospital stay, Jackson’s story is about finding purpose in adversity.
Happy #SMILEYJSATURDAY
This is one of the hardest things I have ever had to do but I’ve been so blessed. I am hanging up my glove and cleats. I got to live a dream for 17 years of my life that I thought I would never wake up from. From a 9th round draft pick out of Furman that pic.twitter.com/xBoVLFzxOt— Jay Jackson (@Jaxland58) March 29, 2025
ADVERTISEMENT
Article continues below this ad
While Jackson celebrated the journey, retiring at 37 often aligns with elite sports’ physical truths. His last season in the majors with the Minnesota Twins was challenging, ending with a 7.52 ERA over 20 games before his release last July. Having played 17 professional seasons and endured many injuries, like the right lat strain that sidelined him for most of 2022, these factors undoubtedly contributed to his decision.
His journey started not only on the diamond but also on the basketball court at Furman University, where he was a two-sport star. He earned All-Southern Conference baseball honors in 2008. Taken by the Chicago Cubs in the ninth round that same year, he began his ascent through the minor leagues. While pitching through the upper levels all the way to Triple-A Iowa, Jackson showed flashes of promise, even being considered a fringe top-100 prospect. But the call never came with the Cubs, and he was released in 2013.
Undeterred by the initial setback, Jackson became the epitome of a baseball nomad. He fought his way through the Marlins, Pirates, and Brewers organizations before getting his shot in the majors, finally making his MLB debut with the San Diego Padres in 2015. His career then transformed in Japan with the Hiroshima Toyo Carp (2016-2018), where he became a dominant reliever (2.16 career NPB ERA) and an important member of three league championship teams. This success opened the door back to MLB, where he was a memorable piece of the Giants’ 107-win 2021 season. He then posted his best MLB numbers to date with the Toronto Blue Jays in 2023 (2.12 ERA).
Jay Jackson’s Story Continues to Inspire
Jackson’s retirement announcement really hit home with a lot of people, sparking a wave of love and respect. His partner, Sam Bautista, shared how he “lived the dream of little kids everywhere,” and that she was “so proud” of everything he accomplished. In Toronto, fans adored him as “Jay the Jay!” and celebrated his impact during the 2023 season. Even his alma mater, the Furman Paladins, chimed in with congratulations. His agent, Nello Gamberdino, highlighted Jackson’s “class and professionalism” along with that ever-present smile of his. These responses paint a picture of a player admired not only for his contributions on the field but also for his character off it.
What’s your perspective on:
Jay Jackson retires—what's your favorite memory of his incredible 17-year baseball journey?
Have an interesting take?
ADVERTISEMENT
Article continues below this ad

Off the field, Jackson has already started sharing his journey and spreading his positive outlook. He co-host of “The Brush Back Podcast,” offering listeners insider knowledge about players’ lives. And he’s the author of “9 Innings to Living Your Best Life,” where he outlines his S.M.I.L.E. philosophy. He also supports NICU-related charities in honor of his family’s personal experience and has always been a mentor to younger players. Now, Jackson is setting his sights on a “second act” in baseball, possibly in coaching or broadcasting.
ADVERTISEMENT
Article continues below this ad
Though Jackson is hanging up his cleats, his story of perseverance, positivity, and living the dream will continue to inspire. Baseball fans will undoubtedly be watching closely to see where his next chapter takes him.
Have something to say?
Let the world know your perspective.
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT
Jay Jackson retires—what's your favorite memory of his incredible 17-year baseball journey?