The Disney Channel series Jessie, which ran from 2011 to 2015, launched the careers of six young stars who have since undergone massive, often surprising, transformations. As of December 2025, the cast is making headlines with major personal milestones, starring roles in hit streaming series, and powerful philanthropic work that continues to shape their legacy in Hollywood and beyond. From Broadway stages to major streaming platforms and the announcement of a new baby, the Ross family and their beloved nanny are busier than ever.
The show, which centered on a young Texas girl named Jessie Prescott moving to New York City to become a nanny for the wealthy Ross family, remains a nostalgic favorite. However, the lives of Debby Ryan, Peyton List, Karan Brar, Skai Jackson, Kevin Chamberlin, and the late Cameron Boyce have evolved far past their time in the penthouse, cementing their status as established actors and cultural figures.
The Complete Biography and Post-Jessie Career Profile
The core six actors from the Jessie cast have each found unique career paths, transitioning from Disney Channel alumni to major players in film, television, and theatre. Here is a detailed look at their journey since the show wrapped.
- Debby Ryan (Jessie Prescott)
- Born: May 13, 1993, in Huntsville, Alabama.
- Role in Jessie: Jessie Prescott, the small-town nanny with big dreams.
- Post-Disney Highlights: Starred in the controversial Netflix series Insatiable. She also appeared in films like Horse Girl and The Open House.
- Personal Life: Married to Twenty One Pilots drummer Josh Dun since 2019.
- Current Status (2025): Expecting her first child with husband Josh Dun.
- Peyton List (Emma Ross)
- Born: April 6, 1998, in Florida.
- Role in Jessie: Emma Ross, the fashion-obsessed oldest child.
- Post-Disney Highlights: Reprised her role in the spin-off Bunk'd. Her career exploded as Tory Nichols in the critically acclaimed Netflix/YouTube Red series Cobra Kai.
- Current Status (2025): Starring as Maddie Nears in the Paramount+ supernatural series School Spirits, with Season 2 premiering in January 2025.
- Karan Brar (Ravi Ross)
- Born: January 18, 1999, in Redmond, Washington.
- Role in Jessie: Ravi Ross, the highly intelligent and culturally rich adopted son from India.
- Post-Disney Highlights: Continued as Ravi in Bunk'd. Starred in the film Pacific Rim: Uprising and the Disney Channel Original Movie Invisible Sister.
- Current Status (2025): Reprising his role as Maneesh in the New York stage premiere of the play Data in November 2025.
- Skai Jackson (Zuri Ross)
- Born: April 8, 2002, in New York City.
- Role in Jessie: Zuri Ross, the youngest, most mischievous, and imaginative child.
- Post-Disney Highlights: Starred in Bunk'd. Became a semi-finalist on Season 29 of Dancing with the Stars. Published a book, Reach for the Skai: How to Inspire, Empower, and Clapback.
- Current Status (2025): Recently became a new mom and obtained a temporary restraining order against the father of her child after alleging violence.
- Cameron Boyce (Luke Ross)
- Born: May 28, 1999, in Los Angeles, California.
- Role in Jessie: Luke Ross, the charming troublemaker.
- Post-Disney Highlights: Starred as Carlos in the highly successful Disney Channel Original Movie franchise Descendants.
- Legacy: Tragically passed away on July 6, 2019, due to an epileptic seizure (SUDEP). His family established The Cameron Boyce Foundation.
- Kevin Chamberlin (Bertram Winkle)
- Born: November 25, 1963, in Baltimore, Maryland.
- Role in Jessie: Bertram Winkle, the family's lazy, opera-loving butler.
- Post-Disney Highlights: A highly respected, three-time Tony Award nominee for his work on Broadway in shows like Dirty Blonde, Seussical, and The Addams Family.
- Current Status (2025): Actively performing his solo cabaret show, "Finding the Joy," with recent and upcoming dates in New York.
Major 2025 Updates: Babies, Broadway, and Blockbuster Streaming Roles
The cast of Jessie has truly shed their Disney image, moving into complex adult roles and navigating significant personal life changes. The year 2025 is proving to be a landmark time for the former co-stars.
Debby Ryan: Expecting Her First Child with Josh Dun
The biggest news currently surrounding the former nanny, Debby Ryan, is her pregnancy. She and her husband, Twenty One Pilots drummer Josh Dun, announced in late 2024 that they are expecting their first baby in 2025. This personal milestone has captivated fans who watched her grow up on screen. Ryan has consistently balanced her acting career, including her darker role in Insatiable, with her music endeavors, and now embraces a new chapter of motherhood.
The couple, who tied the knot in a private New Year's Eve ceremony in 2019, are one of Hollywood's most beloved pairs. This joyous announcement marks a massive new era for the actress, moving her from teen idol to a prominent figure in young adult cinema and a new mother.
Peyton List and Karan Brar Dominate Prestige Projects
Peyton List and Karan Brar, who were the two oldest Ross siblings, have both found success in high-profile, non-Disney projects that showcase their dramatic range.
Peyton List continues to receive critical acclaim for her role as Maddie Nears in the Paramount+ hit series School Spirits. The show, which follows a teen stuck in the afterlife trying to solve her own disappearance, has become a massive success. The highly anticipated Season 2 is set to premiere on Thursday, January 30, 2025, with List promising "huge resolution" to the first season's cliffhanger.
Meanwhile, Karan Brar is demonstrating his versatility by transitioning to the world of prestigious off-Broadway theatre. He is set to star in the New York stage premiere of the play Data in November 2025, a role he originated in the play's 2024 world premiere in Washington, D.C. This move highlights his commitment to serious, dramatic acting outside of the children's television space.
Skai Jackson’s Journey as a New Mother
Skai Jackson, who played the witty Zuri Ross, has also entered a new phase of life: motherhood. She recently described her new role as "rewarding" and has been seen at major red-carpet events, including the 2025 BET Awards. However, her personal life has also been in the news, as she recently obtained a temporary restraining order against the father of her child, alleging physical abuse. This shows the complex and challenging realities the Disney Channel alumni face as they navigate adulthood in the public eye.
Honoring the Legacy of Cameron Boyce and The Cameron Boyce Foundation
No discussion of the Jessie cast is complete without honoring the memory and enduring legacy of Cameron Boyce, who played the charming, mischievous Luke Ross. Boyce tragically passed away in 2019 at the age of 20 due to Sudden Unexpected Death in Epilepsy (SUDEP).
His parents, Libby and Victor Boyce, established The Cameron Boyce Foundation (TCBF) to continue his humanitarian work and passions. The foundation focuses on two primary missions: ending gun violence and curing epilepsy, with a specific focus on SUDEP awareness.
TCBF empowers young adults living with epilepsy through education and support, ensuring that Cameron's spirit of kindness and activism lives on. Celebrities, including Taylor Lautner, have actively supported the foundation, keeping Cameron's memory and causes at the forefront of the entertainment industry's philanthropic efforts.
The Beloved Butler: Kevin Chamberlin's Return to the Stage
Kevin Chamberlin, who brought the hilarious and grumpy butler Bertram Winkle to life, has returned to his roots in live performance. A three-time Tony Award nominee, Chamberlin is a respected figure in the Broadway community. His current project is his solo cabaret show, "Finding the Joy," which he has been performing in New York and his home state of New Jersey throughout 2024 and 2025.
This show is a family-friendly cabaret that allows Chamberlin to connect directly with audiences through song and personal stories, a perfect blend of his theatrical talent and the comedic timing fans loved from Jessie.
From the set of a family sitcom to starring roles in prestige dramas, off-Broadway plays, and major personal milestones, the cast of Jessie has proven their enduring talent and ability to transition successfully into the next phases of their careers. Their journeys, marked by both triumph and tragedy, continue to inspire and captivate fans worldwide.
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