Out-Of-Left-Field Dream Casting?

Does anyone have any dream pairings of actor/role that people wouldn't expect?  Like, a "just crazy enough to work" type scenario?

I was watching the trailer for Lee yesterday and suddenly could not stop thinking of the idea of Andy Samberg doing Parade one day.  He's interested in playing more dramatic roles, he has a huge vocal range that could be fine-tuned with some coaching, and although he's definitely older than the character of Leo, he's younger than Brent Carver was when he originated the part.  Not necessarily the first person you'd imagine in the role, but it could just be out there enough to surprisingly work.  Curious if this kind of thought process is a common experience among Broadway fans or just me being a dork.

This isn't nearly as left-field, but I keep wanting to see Andy Samberg as Shakespeare in & Juliet. Admittedly, the character is written and directed to be as blatantly "hey Andy, play this role please" as possible, but I'd still love to see it. 

I know he had a big career first in a dramatic period role earlier this year, but I didn't get to see it. Was he good?

Honestly, Andy Samberg is inspired casting.

Lanie J said: "I'd love to see Cecily Strong on Broadway someday. I think she would have been an excellent choice to lead Once Upon A Mattress."

If they do a return engagement after LA (haven't heard anything of the sort, just dreaming), I hope they give Cecily a call

Norbert Leo Butz returning to Wicked as the Wizard

Voter said: "GottaGetAGimmick420 said: "Jinkx Monsoon as Roger DeBris/Hitler in The Producers"

That's not even out of left field. That's just genius."

Ah, thank you. It's definitely a dream casting idea. Just getting a Producers revival with how expensive shows are these days is the bigger stretch.

GottaGetAGimmick420 said: "Jinkx Monsoon as Roger DeBris/Hitler in The Producers"

There are so, so many roles I'd love to see Jinkx do.

Hermes in Hadestown. Maureen in Rent. Hannigan in Annie. Lovett in Sweeney Todd. Madame Thenardier in Les Mis. 

Hell, cast her as Diana in Next To Normal. That'd be out of left field, and I feel like she'd be brilliant.

Patti Lupone in Hedwig and the Angry Inch. Patti Lupone in Man of La Mancha. Donna Murphy Emcee in Cabaret. Jinx Monsoon Sally Bowles. Jinx Monsoon Fosca in Passion. Patti and Bernadette in Sweeney Todd (Patti in the titular role this time. Bernadette as Lovett). Bernadette Peters in Little Shop of Horrors (not even that out of left field tbh)

Would love to see more trans performers and more actors playing against gender/more gender blind casting on Broadway.

Oh and I think there's no role on Broadway that Cole Escola couldn't play.

Updated On: 11/21/24 at 01:14 PM

Meryl Streep as Madame Morrible 

Jay Lerner-Z said: "Jamie Foxx as Madam Rose."

I mean... would you not buy a ticket to this out of pure curiosity?

Updated On: 11/21/24 at 01:51 PM

darquegk said: "This isn't nearly as left-field, but I keep wanting to see Andy Samberg as Shakespeare in & Juliet. Admittedly, the character is written and directed to be as blatantly "hey Andy, play this role please" as possible, but I'd still love to see it.

I know he had a big career first in a dramatic period role earlier this year, but I didn't get to see it. Was he good?"

That's the trailer I was watching!  He looks great in it - hoping to watch the film soon and decide for sure.  Glad to see I'm not the only one who thinks this way, and loving everyone's ideas!  (And I agree, Jinkx Monsoon and Cole Escola in every show ever until the end of time please and thank you)