More than a decade after “Jessie” ended, four of the show’s stars reunited in New York City for a nostalgic night out, and fans are feeling all the feels.
Debby Ryan (Jessie Prescott), Peyton List (Emma Ross), Karan Brar (Ravi Ross), and Kevin Chamberlin (Bertram) met up to support Karan in his off-Broadway play Data, and they made sure to document the moment with plenty of “Hey, Jessie!” posts that have gone viral.
I love they support they have for each other!
The Reunion Details
The group met for dinner before heading to Karan Brar’s thriller play Data.
Kevin Chamberlin shared several photos on Instagram showing the four stars laughing together, with captions that perfectly captured the moment:
“Hey, Jessie!”
View this post on Instagram
Debby Ryan also posted stories and photos, while Peyton List and Karan Brar added their own tributes on social media.
View this post on Instagram
The posts quickly went viral, with fans flooding the comments with heart emojis and memories of watching the show as kids. My kids used to love that show too!
The reunion was casual and low-key with no official press event or announcement, just four old friends catching up and supporting each other’s current projects.
It’s the first time this core group has been photographed together in years.
Who Wasn’t There — and Why It Matters
Skai Jackson (Zuri Ross) was not part of the reunion.

She has largely stepped away from the spotlight in recent years to focus on her personal life and other projects.
Cameron Boyce (Luke Ross) was obviously not present — the beloved actor tragically passed away in 2019 at age 20 from an epileptic seizure. I am sure he would have come if he were still alive. We miss you, Cameron!

The cast has always spoken warmly about Cameron, and many fans noted his absence in the comments, with tributes to his memory appearing alongside the reunion posts.
The absence of these two cast members made the reunion feel both joyful and bittersweet for longtime fans.
The Legacy of Jessie and Why Fans Still Care
Jessie ran for four seasons on Disney Channel from 2011 to 2015 and became a staple for a generation of kids, mine included.
The show followed Jessie Prescott (Debby Ryan), a young woman from Texas who moves to New York to become a nanny for a wealthy family with four adopted children.
The mix of slapstick comedy, heart, and catchy theme song made it a breakout hit.
The cast grew up on screen together, and their real-life friendships have always been part of the show’s charm.
This informal reunion has fans hoping for more — whether it’s an official reunion special, a podcast, or even a revival series.
Many are also reflecting on how the show helped shape their childhoods and how the cast has evolved since.
The Jessie cast reunion in New York City has given fans a much-needed dose of nostalgia.
While the full original group couldn’t be there, the heartfelt photos and videos from Debby, Peyton, Karan, and Kevin show that the bond they formed on set is still strong more than a decade later.
For a show that defined so many childhoods, this small get-together feels like a perfect “Hey, Jessie!” moment.
Pirates & Princesses (TM) (Stylized as PNP) is an independent, opinionated News and Information site focused on Travel, Entertainment, Fashion, the “Geek Girl” Lifestyle, and more. We focus heavily on Walt Disney World, Disneyland, Universal Orlando Resort, and other themed entertainment and travel destinations. Our news staff includes former theme park and entertainment industry employees, journalists and dedicated pop culture and theme park enthusiasts. Opinions expressed by contributors do not necessarily reflect the views of this site, our affiliates or our sponsors.
