Kirstin Wiig as the Chaperone, please. I know it could go to a grand dame of the theatre or screen, but Wiig's characters have long reminded me of the titular semi lead.
Can Wiig handle the singing? The Chaperone really needs to belt "As We Stumble Along." If she underplays it, it ruins the jokes about the actress' "anthems."
Also, since the Chaperone isn't required to be a particular age, I could see any number of Hollywood or Broadway actresses taking the part.
I wouldn't be surprised in the least if Nicole Kidman played the Chaperone. She's good friends with Rush. They've known each other for decades (since before fame came along), and I have a feeling this movie, if it's happening, will be made on a shoestring budget.
Geoffrey Rush is probably going to call in a bunch of favors from old friends who are willing to commit to the project for his sake while not hoping to make tons of money. I can easily see Nicole saying, "sure, I'll do it."
And she'd probably be great.
Others on his short list would be Naomi Watts, Cate Blanchett, Judy Davis ... you know, the Australian-to-Hollywood movie stars. They all knew each other and worked with each other "back in the day."
"Jaws is the Citizen Kane of movies."
blocked: logan2, Diamonds3, Hamilton22
I also wouldn't be surprised if they tried to get Jennifer Hudson as Trix. I wonder if Janet would be a Hollywood star or maybe someone from Broadway? Can many Hollywood stars do "Show Off?"
"I saw Pavarotti play Rodolfo on stage and with his girth I thought he was about to eat the whole table at the Cafe Momus." - Dollypop
CZJ would be hilarious as the Chaperone, plus she could probably sing it better than any of the others mentioned. I'd love to see her stagger around, saying "Where's the bar?"
They will need another movie star (preferably one with box office clout) besides Geoffrey Rush to really get the backing and push that it needs. I'm sure he knows that.
There's always that go-to gal, Meryl Streep for the Chaperone. She's in every movie now.
Janet and Robert will be tough roles to cast with big stars. "Show Off" will put a lot of actresses out of the running. And how many younger male movie stars can tap dance? Yes, you could cut his dancing, but you're starting to mess with what makes this show-within-a-show special if you dumb down the roles.
We shall see. I'm hoping Rush gets a big name for the Chaperone and casts competent (relative) unknowns for the other parts. It's a small cast, so that helps. I think it could be made fairly cheaply.
The other thing that would give it a boost is a "star director." Martin Scorsese should do it. One of his many New York movies, from yet another perspective.
"Jaws is the Citizen Kane of movies."
blocked: logan2, Diamonds3, Hamilton22
3) if the studio (or financial backers) would okay her.
4) If he found some other "box office draw" for one of the other parts, because as much as I adore Davis, and as much as she has Hollywood clout, she's not what would be considered a box office draw.
But I would LOVE to see her play the part, and she could easily earn an Oscar nomination for it, knowing what she's capable of.
EDIT: If anybody can get it done with the right cast in the right way, I think Rush can. He did wonders and was the driving force behind The King's Speech.
"Jaws is the Citizen Kane of movies."
blocked: logan2, Diamonds3, Hamilton22
I like the idea of Jessica Walters as the Chaperone. Also, Liza as Mrs. Tottendale. Her "I Remember Love" wold be hilarious. Hilty is probably too tied up in TV right now but she would be an excellent Kitty.
"What's wrong with Tony award winner Beth Leavel playing it in the film?"
Because no one outside of the Broadway community has heard of Beth Leavel. As talented as she is, she wouldn't draw the large audiences that movies are looking to attract.
"We like to snark around here. Sometimes we actually talk about theater...but we try not to let that get in our way." - dramamama611
Also, two big-budget movie musicals in a row, "Rent" and "The Producers," both used primarily Broadway talent or crossover talent, and both flopped horribly, both for lack of name recognition among the stars and for a perceived "stage-bound" performance style.
Whether these movies were good and successful/enjoyable or not is not the issue. The point is that two movies made using a certain casting style in a row, which both flopped, in a niche genre, makes that casting style improbable and dangerous.
Rent flopped because of saturation and more so because they cast 50 year olds as Mark and Roger. I'm only slightly exaggerating. Had they cast age appropriate leads that everyone hadn't seen 50 million times already and waited a decade or so to do the film so there was a fresh young audience it would have done great.