
Leo Brody, Ali Shapiro and Jill Zarin.
Terrence Patrick/Netflix ; Sonia Moskowitz/Getty ImagesBetween an art dealer Leo BrodyProfessional engagements at Art Basel Miami Beach, he met a fellow reality TV star Jill Zarinthe daughter Ali Shapiropoking fun at their respective love life struggles.
“Too soon?” Ali, 31, captioned on Wednesday, Dec. 4, TikTok video she filmed with her mother, 61, and Leo, 31.
In the clip, Leo and Jill lip-synced to the viral dialogue sound of “I Love Your Daughter,” which is originally from The Gilmore Girls.
“I love your daughter,” Leo said, pretending to plead with her The Real Housewives of New York alum, who responded, “But what do you have to offer her?”
Leo added that he has “nothing” except his ties to art. The rest of the footage combines moments of Leo and Ally looking at the exhibits and sipping white wine. Finally, he kissed his already famous Rolex watch and handed it over. Ali then secured the bracelet on her wrist with a smile before walking away.
Leo appeared in season 7 of Love is blindwhich was filmed in Washington in October 2023. and aired on Netflix earlier this fall. In the pods, Leo is involved in a love triangle with Hannah Giles and eventual fiancee Brittany Wisniewski. He also raised eyebrows when he revealed that he had brought a gold-plated Rolex watch into the experiment.
@allyshaps Too soon? @leo_braudy #artbasel
“It’s my fourth nicest watch, but it’s definitely my most sentimental because it’s a family heirloom,” Leo said in video from October on social media. “The family history behind it — I think it’s pretty remarkable. A lot of the ‘Rolex talk’ in the capsules was me and the boys talking about our families, because a lot of us brought important items with us.’
The watch was originally owned by Leo’s great-grandfather and was given as a gift by his children. (Leo’s grandparents have passed away, and the reality star is inheriting their commercial house.)

“He loved it,” Leo added then. “He would actually wear that watch with (his) hammer. I got this hammer for my bar mitzvah (when I was 13) and it’s the only other thing I have from it. All the pictures I hang for myself in my home I do with my great-grandfather’s hammer.”
He left Love is blind pods got engaged to Brittany, 33, but broke up a few days later and weren’t featured in the remaining episodes.
Meanwhile, Ali is newly single after calling it quits her whirlwind engagement with ex Jordan Bielfeld.
“I think there was a lot of love there,” Ali said to Jeff Lewis Live last month. “It was a three-year relationship and it was my first serious relationship and, you know, I’m sure I’ll see him again and I wish him nothing but the best.”