The Chicago area is mourning the sudden loss of Boz O’Brien, a widely admired entrepreneur and community figure whose life and work helped shape the city’s social heartbeat. O’Brien passed away on January 30, 2026, leaving behind a legacy defined by hospitality, connection, and an enduring love for Chicago.
A lifelong Chicagoan, O’Brien was best known as the founder of Reilly’s Daughter, the iconic Irish pub that became a second home for generations of locals. What began as a neighborhood establishment on the South Side grew into a cherished gathering place recognized across the city. More than a bar, Reilly’s Daughter became a cultural landmark—where friendships were formed, stories were exchanged, and strangers were welcomed like family.
Those who knew O’Brien remember him for his unmistakable presence: a quick smile, sharp humor, and a rare ability to make everyone feel instantly at ease. His approach to business was rooted in people first. Regulars often said the warmth of Reilly’s Daughter reflected Boz himself—open, genuine, and inclusive. Under his guidance, the pub flourished not just commercially, but as a symbol of community spirit.
Beyond his role as a business owner, O’Brien was deeply invested in Chicago’s neighborhoods. He took pride in the city’s traditions and history and was a familiar face at local events, fundraisers, and gatherings. Whether mentoring aspiring entrepreneurs or simply sharing a conversation over a pint, Boz believed in the power of personal connection to strengthen communities.
Family remained at the heart of his life. O’Brien was a devoted father to his sons, Brendan and Danny, who shared his passion for hospitality and community involvement. Friends often noted that his greatest joy came from time spent with his family, and his values were clearly reflected in the way he lived and worked.
In the days following his passing, tributes have poured in from patrons, colleagues, and friends across Chicago. Many recall small but meaningful moments—an encouraging word, a shared laugh, or a welcoming gesture—that left a lasting impression. Together, these memories paint the picture of a man whose influence reached far beyond any single business.
Funeral and memorial details will be shared once arrangements are finalized. As Chicago reflects on Boz O’Brien’s life, the city remembers not only a successful entrepreneur, but a man who built community through kindness, laughter, and an open door. His spirit lives on in the neighborhoods he loved and the countless lives he touched.