Hannah Montana Cast: Then and Now 2026 — Where Are They Now? (20th Anniversary)

Hannah Montana is officially 20 years old — and the cast looks WILDLY different. 🎉 From secret ages to Grammy wins, masked singer reveals to primetime CBS comebacks, this is the ultimate Hannah Montana Cast Then and Now 2026 breakdown you didn't know you needed. ⚡ WHAT'S IN THIS VIDEO: 🎬 Jason Earles (Jackson Stewart) — The truth about his REAL age during filming will shock you. Hint: He was nearly 30 playing a teenager. Yes, really. 🎬 Moises Arias (Rico) — From Disney's most powerful 11-year-old to serious Hollywood films including Fallout on Prime Video (2024). Full glow-up confirmed. ✅ 🎬 Mitchel Musso (Oliver Oken) — Disney XD, voice acting, music career… and then a quiet exit from Hollywood. Where is he now in 2026? 🎬 Emily Osment (Lilly Truscott) — From best friend on Disney Channel to lead actress on Georgie & Mandy's First Marriage on CBS. From Disney to primetime. That's a PROMOTION. 🔥 🎬 Billy Ray Cyrus (Robby Ray Stewart) — Achy Breaky Heart. Old Town Road remix with Lil Nas X. Billboard Hot 100 record. Grammy winner. And in February 2026? UNMASKED as The Owl on The Masked Singer Season 14. The man never stops. 🦉 🌟 Miley Cyrus (Miley Stewart / Hannah Montana) — 13-year-old girl with a blonde wig → Grammy-winning global superstar. Flowers. Endless Summer Vacation. Something Beautiful. A song for Avatar: Fire and Ash. Named youngest-ever Disney Legend in 2024. Engaged to Maxx Morando in late 2025. And now starring in the Hannah Montana 20th Anniversary Special on Disney+, March 24, 2026. 🎤👑 Twenty years ago, Disney Channel aired the very first episode of Hannah Montana on March 24, 2006 — and nothing was ever the same. This cast went on to live some of the most surprising, inspiring, and unexpected lives in Hollywood. We're breaking it ALL down in this 2026 update. 📅 Hannah Montana premiered: March 24, 2006 📺 Seasons: 4 | Episodes: 100 🎂 20th Anniversary Special: Streaming on Disney+ — March 24, 2026 💬 Drop in the comments: Who was YOUR favorite Hannah Montana character growing up? 🔔 Subscribe for weekly Then & Now cast updates — new video every week! Copyright Disclaimer: Under Section 107 of the Copyright Act 1976, allowance is made for 'fair use' for purposes such as criticism, comment, news reporting, teaching, scholarship, and research...