December 15, 2025


Inside Biglaw’s Most Over-The-Top Holiday Competition: More Than Just Ugly Sweaters

Last year, I reported on Seward & Kissel’s annual Ugly Sweater Contest from a distance. This year, I had the unique opportunity to experience the event up close as a judge. Positioned at the end of a makeshift runway in the firm’s conference room, I witnessed a spectacle that truly transcends the term "ugly sweater contest." Imagine the Super Bowl of holiday parties, and you're getting close.

What sets Seward & Kissel apart is their penchant for the "extra" in everything they do, especially their firm culture. This year, their holiday event evolved into an elaborate costume pageant. There were themed floor performances, coordinated group acts, and yes, even floats!

The creativity was off the charts. Entries included a nostalgic nod to "Christmas Vacation," a whimsical "Whoville" scene complete with a Grinch, and a clever "Holiday Culkin Mashup" that intertwined elements from "Home Alone" and "Succession." The firm’s lobby was abuzz with excitement, packed with participants and onlookers alike.

But the highlight was undoubtedly the 19th floor’s winning entry: a tribute to "Peanuts." Their float featured Schroeder on a rolling cart, passionately playing a miniature red piano, while Charlie Brown repeatedly missed his chance to kick the football. It was both absurd and delightful, capturing the hearts of everyone present.

This grand event raises an important point about workplace culture. At a time when firms across Biglaw are struggling with return-to-office policies, Seward & Kissel is asking a different question: What if people actually looked forward to coming to work? This annual event is just a part of a broader strategy to foster a strong community spirit that makes daily office life more enjoyable.

I spoke to a lawyer from another firm who admitted that this was the first time they were excited to go into the office. Additionally, a client on the judging panel remarked how the firm's vibrant culture positively affects their service quality. It seems happy lawyers do indeed provide better service.

Not everyone is cut out for holiday pageants, and that’s perfectly fine. The sheer number of spectators showed that even those who prefer to watch from the sidelines enjoyed being part of the festive environment. It’s a reminder that while return-to-office mandates have their place, the incentives to return shouldn’t be underestimated.

As for the competitors, they now have a year to outdo the 19th floor’s mini-dynasty. Good luck to them – they’ll need it after this year's show-stopping performance.