One Blind Date, and the Rest was History for This Couple

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By Maddy Rideout | Photography by Erin Comerford

Winston-Salem native Jane Smith and Alex Okulski, raised in Tampa, were married in May 2019.

Winston-Salem native Jane Smith spent her undergraduate years in Chapel Hill as a member of the UNC women’s soccer team. Alex Okulski, raised in Tampa, was also a collegiate athlete and played tennis at Davidson. After graduating and working for several years, he moved to Chapel Hill to obtain his MBA from UNC Kenan-Flagler Business School

Though their paths did not cross initially, mutual friends set them up on a blind date in 2017. “After one date, the rest is history,” the couple says. In December 2018, Alex snuck away to Winston-Salem to ask Jane’s parents for their blessing, then returned home to Chapel Hill and proposed. A few hours later, it snowed, capping off the joyful day. 

On May 11, 2019, the couple was married inside the beautifully decorated Barn at Reynolda Village in Winston-Salem. Alex’s 6-year-old daughter, Sophie Okulski, who attends Carrboro Elementary School, served as Jane’s maid of honor. The reception was held at Old Town Club, where the newlyweds danced the night away to the Evolution Party Band with friends and family. Once the band finished, guests returned to the historic Graylyn estate where the celebration continued. 

Immediately following the wedding, Alex and Jane traveled to Sea Island, Georgia, where they relaxed for several days prior to taking their official honeymoon at the end of 2019. 

Jane is a financial advisor at Oppenheimer & Co. Inc., and Alex is a senior managing director at Newmark Knight Frank. The couple resides in Chapel Hill with Sophie and their dog, Annie.

Jane Smith and Alex Okulski were married in May 2019 in Winston-Salem.

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