Rosie O'Donnell (b. 1962) is a comedian, actress and talk show host. She appeared in supporting roles in a number of films in the early '90s, including A League of Their Own with Geena Davis in 1992, Sleepless in Seattle (1993), and The Flinstones (1994). She achieved national fame as the host of The Rosie O'Donnell Show, a popular daytime talk show that aired from 1996 to 2002, as well as for a stint co-hosting on The View with Barbara Walters. She has also appeared on Broadway in Grease, Fiddler on the Roof, and the Dr. Seuss inspired Seussical.
- O'Donnell appeared on Sesame Street during season 25, rapping the alphabet with Elmo (First: Episode 3170), performing a rap version of "One-Two, Buckle My Shoe" (First: Episode 3204), and in a scene with Oscar the Grouch. (First: Episode 3190) She made another appearance in Episode 3612 (Season 28) as Oscar's Fairy Grouchmother.
- In 1994, she starred as Betty Rubble in The Flintstones, which featured puppets by Jim Henson's Creature Shop. She later voiced a Creature Shop octopus in the sequel, The Flintstones in Viva Rock Vegas.
- She also appeared in the 1994 special Sesame Street's All-Star 25th Birthday: Stars and Street Forever!, as the Good Hope Fairy, who was stylized after Glinda from The Wizard of Oz.
- Elmo was a favorite guest on The Rosie O'Donnell Show, appearing many times over the years. Miss Piggy appeared during Rosie's first week on the air in 1996, and Oscar the Grouch also made an appearance. Further, one entire special episode of The Rosie O'Donnell Show was dedicated to and took place on the set of Sesame Street, with a whole bunch of characters like Prairie Dawn, and celebrities like Whoopi Goldberg appearing all throughout the show.
- O'Donnell and Elmo appeared in the 1996 special Vanessa Williams & Friends: Christmas in New York, singing "White Christmas."
- In 1998, she appeared in the Elmopalooza TV special, performing a remake of "Nearly Missed" with Elmo. A version of this duet appears on the Elmopalooza soundtrack.
- Elmo appears on her 1999 Christmas album, A Rosie Christmas, singing "Do You Hear What I Hear."
- Abby Cadabby met Rosie O'Donnell's adopted child Vivi for a segment of The View.
- On November 23, the squirrels Skippy, Junior, Jiffy and Nutella from the stage show version of Emmet Otter's Jug-Band Christmas appeared onstage with O'Donnell for Rosie's Broadway Extravaganza show in New York City. Later in the show, Justin Bohon (Emmet) and Kathy Fitzgerald (Ma) appeared to sing "When the River Meets the Sea".