Fashion rental platform Pickle celebrated its fourth anniversary on June 24 with a runway show and cocktail reception at the Woolworth Building in Tribeca, bringing together creators, media, and fashion enthusiasts for an evening centered on community, style, and the stories behind the clothes.
In honor of Martini Month, Pickle partnered with Tanqueray Gin to showcase the martini as the ultimate accessory to any look. Guests gathered around a martini fountain during cocktail hour as olive juice flowed from the display, creating one of the evening’s most talked-about installations. Signature cocktails included the Tanqueray x Pickle Martini and the cleverly named Olive to Rent, a playful nod to the fashion rental platform.
Before the runway began, attendees explored the Pickle Museum, an installation highlighting some of the platform’s most memorable pieces and the stories behind them. One standout display featured a shimmering blue Rat and Boa dress that had been rented 45 times and earned its owner an estimated $4,500. The exhibit showcased how garments can take on new lives through rental, creating connections and memories far beyond a single wear.
Nearby, guests received custom fashion sketches from artist Bella, known on Instagram as @inkfizz, while others personalized hair clips with their names and color of choice. A rack filled with dresses, matching sets, and statement pieces gave guests a closer look at the wide variety of styles available to rent or purchase through the platform.
As guests took their seats, Rihanna’s “Disturbia” echoed through the venue and marked the start of the runway presentation. Models walked in some of Pickle’s most-rented and recognizable looks as the show explored four themes: From Feed to Closet, Discovery as Status, Experience Dressing, and Fashion Fandom.
“We pulled together items that you can find both on Instagram and your social feed, and now you can actually rent them from other people — like apparently bandage dresses are back, fringe is very in right now, Pucci sets, dresses, all those amazing things are there,” Pickle Co-Founder Julia O’Mara shared.
The Fashion Fandom portion of the show drew some of the night’s biggest reactions. One model walked the runway in a New York Knicks jersey paired with black high-heeled boots as Jay-Z and Alicia Keys’ “Empire State of Mind” played throughout the room. Other looks referenced cultural moments and fan communities, including a showgirl-inspired ensemble nodding to Taylor Swift’s The Life of a Showgirl era and a recreation of Carrie Bradshaw’s iconic white tutu and pink tank top from the opening credits of Sex and the City.
Following the runway presentation, the audience erupted into applause as Pickle Co-Founders Julia O’Mara and Brian McMahon took the stage to thank attendees, partners, and members of the Pickle community.
“Huge thank you to our entire community — without you guys, none of this would be possible,” McMahon said. “We’re excited to celebrate four years with you and we can’t wait for five years. We’re going to do it big.”
“We’re so excited to be celebrating our second fashion show for four years of Pickle,” O’Mara added. “All of our models tonight were wearing pieces that you can rent or purchase on Pickle.”
The founders also reflected on the inspiration behind the evening’s activations, including the Pickle Museum, which explored the stories and experiences attached to garments shared across the platform.
“There was a Pickle Museum display because every piece has a story and we’re showcasing those,” O’Mara said.
As the celebration continued into the evening, guests headed to Boss Tweeds in Tribeca for an after-party, closing out a night that underscored not only fashion, but the community and personal connections that have helped shape Pickle over the past four years.
