5 Shocking Ways The 'Jessie' Cast Has Changed Since Disney (Plus The Other Jessie's Big News)

The Disney Channel show *Jessie*, which captivated audiences from 2011 to 2015, remains a cultural touchstone for a generation of fans. As of December 2025, the cast members have transitioned from their iconic roles as the Ross kids and their Texas-born nanny, Jessie Prescott, to major roles in Hollywood, marked by significant career milestones, personal life announcements, and a heartwarming mini-reunion that has thrilled fans worldwide. This article dives into the most current and fresh updates on the beloved cast and the surprising news about the *other* major "Jessie" in the Disney universe. The enduring popularity of the series, which also spawned the successful spin-off *Bunk'd*, proves that the legacy of Jessie, Emma, Luke, Ravi, and Zuri is far from over. The stars are now headlining major streaming shows, taking on serious theater roles, and celebrating new chapters in their personal lives, cementing their status as some of the most successful Disney alumni.

The Life and Career of Debby Ryan (Jessie Prescott)

The heart of the *Jessie* series, Deborah Ann "Debby" Ryan, has successfully navigated the transition from Disney star to a respected actress and musician. Her career post-Disney has been marked by diverse roles and a significant focus on her personal life in recent years, culminating in one of the biggest announcements of 2025.

• Full Name: Deborah Ann Ryan
• Born: May 13, 1993, in Huntsville, Alabama, U.S.
• Spouse: Josh Dun (married 2019), drummer for the band Twenty One Pilots.
• Children: 1 (recently welcomed in 2025).
• Key Disney Roles: Bailey Pickett on *The Suite Life on Deck* (2008–2011); Jessie Prescott on *Jessie* (2011–2015).
• Notable Post-Disney Projects: Patty Bladell in *Insatiable* (Netflix series); Co-starring role in the film *Horse Girl* (2020); Film roles in *Spin Me Round* (2022) and *Shortcomings* (2023).
• Music Career: Lead vocalist for the band The Never Ending.

Ryan’s trajectory demonstrates a deliberate move toward more mature and challenging roles, distancing herself from the family-friendly image of the Disney Channel. Her work as a producer and director further highlights her ambition to be a multifaceted entertainment professional.

1. The Surprise 'Jessie' Cast Reunion and Debby Ryan's New Chapter

The most heartwarming news for *Jessie* fans in 2025 revolves around the cast's continued bond, which remains strong nearly a decade after the show concluded. The biggest headline is the arrival of Debby Ryan's first child with her husband, Josh Dun, a joyous event that sparked a mini-reunion.

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At Debby Ryan’s baby shower, her on-screen son, Karan Brar (Ravi Ross), was in attendance, sharing adorable photos that instantly went viral. The sight of the two former co-stars—who played the unlikely siblings and nanny duo—reuniting for such a personal milestone was a powerful testament to their lasting friendship.

This follows an earlier, larger online reunion involving Debby Ryan, Peyton List, Skai Jackson, and Kevin Chamberlin (Bertram), which was organized for charity. The frequent connections between the *Jessie* family, from social media interactions to personal celebrations, prove that the Ross penthouse bond was real.

2. Peyton List's Dominance in Streaming and Genre TV

Peyton List, who played the fashion-forward Emma Ross, has become arguably the most prolific cast member in the streaming era, successfully shedding her Disney image. Her career is currently defined by two major, high-profile series running concurrently in 2025.

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List continues to star as Tory Nichols in the critically acclaimed Netflix series *Cobra Kai*. The sixth and final season of the *Karate Kid* spin-off is set to conclude in 2025, with List’s character being central to the show's dramatic tension and action sequences.

In addition to *Cobra Kai*, List leads the Paramount+ series *School Spirits*, playing the role of a high school student stuck in the afterlife. The series, which has been renewed for a second season in 2025, showcases her versatility in the supernatural mystery genre. Her ability to anchor two major shows simultaneously highlights her significant post-Disney success.

3. Karan Brar's Pivot to Critically Acclaimed Stage Work

Karan Brar, known for his role as the highly intelligent, snake-loving Ravi Ross, has made an impressive pivot toward serious, critically engaging work. His recent projects showcase a commitment to challenging dramatic roles that are a world away from the Disney Channel comedy.

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In a major career move for 2025, Brar is starring in the New York stage premiere of the play *Data*. The play, which explores complex themes of technology, privacy, and morality, will feature Brar reprising his role as Maneesh from the 2024 world premiere. This Off-Broadway role solidifies his standing as a serious theatrical actor.

Further demonstrating his growth and influence, Brar was named the keynote speaker for Emory University's 2025 Class Day Crossover program. This recognition highlights his role as a voice for the younger generation, moving beyond his acting career to engage in public speaking and mentorship.

4. Skai Jackson's Continued Influence and Cameron Boyce's Enduring Legacy

Skai Jackson (Zuri Ross) has leveraged her Disney fame into a powerful platform as a social media influencer, fashion icon, and author. While she continues to pursue acting, her presence in the fashion and beauty world, along with her book *Reach for the Skai: How to Inspire, Empower, and Clapback*, maintains her relevance with young audiences.

The cast’s journey is also inextricably linked to the memory of Cameron Boyce, who played Luke Ross. Boyce tragically passed away in 2019. His former co-stars, including Debby Ryan and Karan Brar, consistently honor his memory through tributes and charity work, ensuring his impact on the Disney community and beyond is never forgotten. His legacy continues to inspire the cast's commitment to social causes.

5. The OTHER Jessie: Toy Story 5's Unexpected New Lead

To fully explore the "Jessie and Disney" topic, it is crucial to address the massive news surrounding the other iconic Disney character with the same name: Jessie the Cowgirl from the *Toy Story* franchise. This update dramatically expands the scope of the "Jessie" entity within the Disney universe.

In a major development confirmed by voice actor Tim Allen (Buzz Lightyear), the upcoming *Toy Story 5* will reportedly center heavily on Jessie, making her the new lead character of the franchise. Allen stated that the new movie is "a lot about Jessie."

The plot is rumored to focus on Jessie, who has become the leader of Bonnie's toy collection, as she struggles to keep the original toys happy while they feel neglected. This shift in focus, with Jessie stepping into the main spotlight previously held by Woody and Buzz, is a huge development for Pixar and Disney fans, confirming that the name "Jessie" is set for a massive resurgence in the pop culture landscape in the coming years.

Whether you're a fan of the Ross family's adventures with their nanny, Jessie Prescott, or the rootin'-tootin' cowgirl, Jessie from *Toy Story*, the name "Jessie" is undeniably central to the Disney legacy, with both characters making major, fresh headlines in 2025.