Rocco Caputo, a 40-year-old vendor at Wrigley Field, was known for his easy smile and kind disposition. He brought a devoted crowd of regulars to his section behind home plate, many of whom would only get their beer from him. His legendary career garnered him a couple of memorable television appearances, including in 2010 supervised an incognito Cubs co-owner Todd Ricketts in an episode of TV’s “Undercover Boss” and in 2016, showing Stephen Colbert the proper way to sling hot dogs at Wrigley for a segment of “The Late Show With Stephen Colbert.”

Rocco Caputo died Tuesday of complications from liver transplant surgery. As news of his death spread online, members of the tight-knit vendor community and former customers shared their stories and condolences on social media. One person wrote, “Rocco was one of the nicest guys I have known,” while another wrote, “He loved the Cubs, he loved his customers and friends.” Christine Cutrone, Mr. Caputo’s sister, said season-ticket holders and Cubs players’ wives — whom he got to know because many sat in his section — have reached out to share their grief with the family.

It’s been hard for me to come to terms that my little brother Rocco Caputo has passed. He’s been sick for a long time and never complained. He was always smiling joking and giving to everyone he ever met. My heart is broken, but I am so grateful to all the kind words and to everyone who reached out about him. He touched so many lives and he was so proud of family. Being a vendor for 40 years, he had an extended family, childhood friends, vendor buddies, season-ticket holders and fans at Wrigley and Comisky. He didn’t want to die in the hospital, he did whatever it took to come home for Christmas. I just hope I helped with his wishes in the end. He liked to call me, Ma, and he was definitely more than a brother to me. I would do anything for him Rest in peace Rocco, you hit it out of the park, give Mom a hug for me,

Mr. Caputo was born on September 14, 1967, and his family grew up in Old Town and later Bridgeport. He attended Harold L. Richards High School and seemed destined to become a vendor. His father, Nicholas “Cappy” Caputo, was a longtime vendor at Wrigley and a union steward. Caputo followed in his father’s footsteps when he was 16, selling sodas and hot dogs as a vendor. He became a bit of a celebrity after his “Undercover Boss” appearance, where he became irked with Ricketts for throwing out some hot dogs.

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Rich Harris, a former Sun-Times editorial assistant and vendor who knew Mr. Caputo for decades, remembered his indelible smile and his sweetheart nature. Although he didn’t marry or have children, his sister said the people he surrounded himself with were more than enough for him.

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