If you grew up in the early 2000s, you probably spent at least one afternoon trying to "gaze into the future" just like Raven Baxter. We all did. It’s been decades since That’s So Raven first landed on Disney Channel, and honestly, the lives of the cast from That’s So Raven have been way more unpredictable than any of Raven’s psychic visions.
Some stayed in the spotlight. Others had high-profile legal battles. A few just... disappeared for a while.
But as of early 2026, the updates are actually pretty wild. We’re talking secret marriages, surprise babies, and career shifts that nobody saw coming.
Raven-Symoné is basically the CEO of Disney nostalgia
Let’s be real: Raven-Symoné has always been the engine of this franchise. While many child stars run as far away from their "Disney image" as possible, Raven leaned in. Hard. She didn’t just return for the spinoff Raven's Home; she executive produced it.
She's the boss now. Literally.
By the time Raven’s Home wrapped up its sixth season, it had actually surpassed the original series in episode count. That’s a massive feat in an industry that usually treats reboots like disposable tissues. Most recently, Raven has shifted her focus toward developing a new spinoff tentatively titled Alice in the Palace, continuing her multi-year deal with Disney.
But it’s not just about the Mouse House. Personally, she’s in a really grounded place. She married her wife, Miranda Maday, back in 2020, and the two have become a powerhouse duo in the podcasting space. Their show, Tea Time with Raven and Miranda, is actually worth a listen—it’s less about celebrity gossip and more about mental health and navigating the industry. She’s also been incredibly vocal about her experiences as a child star, appearing in the 2024 documentary Child Star to drop some serious truth bombs about the pressures of growing up on camera.
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The Anneliese van der Pol comeback no one predicted
If you thought Chelsea Daniels was just a "ditzy best friend" archetype, you haven't been paying attention to Anneliese van der Pol’s actual career. She’s a Broadway titan. We’re talking about the woman who was the final Belle in Disney's Beauty and the Beast on Broadway.
Recently, though, her personal life has taken center stage.
In a plot twist that feels like it was written for TV, Anneliese married her Raven’s Home co-star Johnno Wilson in December 2024. Here’s the kicker: Johnno played her ex-husband, Garrett, on the show. They went from playing a divorced couple on screen to being newlyweds in real life.
Life is weird.
Then came the big news in late 2025: Anneliese and Johnno welcomed their first child, a daughter, in December. At 41, Anneliese has been very open about her journey, including their initial plans for IVF before a surprise natural pregnancy. She’s still touring with Disney Princess – The Concert, proving she can balance the "mom life" with those powerhouse vocals.
Orlando Brown: A long road to recovery
You can’t talk about the cast from That’s So Raven without addressing Orlando Brown. For a long time, the headlines were grim. Between 2016 and 2022, his name was synonymous with viral "breakdown" videos and frequent arrests. It was painful to watch for anyone who loved Eddie Thomas.
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However, the 2026 update is actually hopeful.
Orlando has been on a serious recovery journey. After graduating from a faith-based treatment program at Rise Church in Texas, he’s stayed mostly out of the tabloid cycle for the right reasons. He’s married now, he’s a father, and he’s been focusing on music that reflects his sobriety.
In a recent 2025 interview, he looked healthier than he had in over a decade. He’s been doing the work. Is he back on Disney? No. But he’s alive and seemingly at peace, which is a much better "where are they now" than most people expected five years ago.
Kyle Massey and the legal shadows
The situation with Kyle Massey (who played Cory Baxter) is... complicated. For years, Massey was the face of Cory in the House, and he even did a stint on Dancing with the Stars. He was the lovable little brother.
But since 2019, he’s been embroiled in serious legal trouble.
He was charged with communication with a minor for immoral purposes in Washington state. While he has denied the allegations and spoken out against what he calls "extortion," the legal battles have essentially halted his mainstream acting career. You won't see him popping up in the latest Disney reboots anytime soon. He’s mostly stayed under the radar, occasionally surfacing for interviews to defend his reputation, but the "Corey" charm has definitely been eclipsed by these real-world headlines.
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What about the parents? (T'Keyah and Rondell)
It took way too long, but we finally got the reunion we deserved. T'Keyah Crystal Keymáh, who played the mom, Tanya Baxter, famously disappeared from the original show after season three. Why? She left to care for her ailing grandmother. Class act.
Fans finally got closure when she returned as Tanya in the Raven's Home season five finale for Victor Baxter’s 60th birthday.
Rondell Sheridan (Victor) has been the most consistent of them all. He’s still doing stand-up comedy and has basically become the "Grandpa of Disney Channel," appearing throughout the entirety of the spinoff. At 67, he’s still got the same comedic timing that made the Chill Grill feel like home.
Actionable Insights for Fans
If you're looking to dive back into the world of the cast from That’s So Raven, here is how to keep up without falling for clickbait:
- Follow the Podcasts: If you want the "unfiltered" version of their lives, Tea Time with Raven and Miranda and Anneliese's podcast appearances are the best sources.
- Watch the Documentaries: Skip the YouTube gossip videos and watch the Child Star (2024) documentary. It provides actual context on why some cast members struggled more than others.
- Support the Theater: Anneliese van der Pol still tours with Disney Princess – The Concert. It’s the best way to see the talent that the sitcom format often hid.
- Check the Credits: Many former cast members, like David Henrie (who played Larry), have moved into directing and producing. Their work is still out there, just often behind the camera.
The reality is that child stardom isn't a straight line. It's messy. But seeing Raven and Anneliese thrive as adults—while Orlando finds his footing—reminds us that these weren't just characters; they were kids growing up right alongside us.