It seems love might be in the air for Ally Shapiro, the reality TV legacy and daughter of Real Housewives of New York City star Jill Zarin. Just weeks after calling off her engagement to VaynerMedia director Jordan Bilfield, Shapiro was spotted cozying up to another recently un-engaged star: Love Is Blind season 5 alum and art dealer Leo Braudy.
Art Meets Romance at Soho House Miami
Shapiro, 30, and Braudy were seen dining together at Soho House Miami on Tuesday night during the ultra-glamorous Art Basel festival. The duo didn’t stop there; they were later spotted browsing the festival’s main art sale floor, fueling speculation that their connection might be more than just professional.
Braudy, who rose to fame on Netflix’s Love Is Blind, is no stranger to whirlwind romances. He famously got engaged to fellow contestant Brittany Wisniewski during the show’s latest season, only for their engagement to fizzle out shortly after filming wrapped.
Love and Art in Common
It seems the stars may have aligned for Shapiro and Braudy, who share a deep connection to the art world. Braudy, who took over his family’s prestigious art dealership in 2021, has made a name for himself in the industry. Meanwhile, Shapiro, an art history graduate, has always been passionate about the arts—a shared interest that likely brought the two together.
Their date comes shortly after Shapiro’s split from Bilfield. The pair had been engaged for just two months when they called it quits in October, amid what insiders described as “ongoing issues.” Even at their Hamptons engagement party in late September, whispers suggested the relationship was on shaky ground.
Back in the Game
Now, both Shapiro and Braudy appear ready to dive back into the dating world—and perhaps find a fresh start with each other.
While neither Shapiro nor Braudy has publicly confirmed their status, their chemistry during Art Basel has already sparked plenty of buzz. Could this pairing be a match made in art-world heaven? Or is it just a fleeting moment in the socialite and reality TV dating scene?
One thing’s for sure: With their shared love for art and mutual understanding of public scrutiny, this new connection has all the makings of a captivating story.
Stay tuned—this budding romance might just be the art-world crossover we didn’t know we needed.
