Barbra Streisand Almost Collaborated With Madonna on ‘Annie Get Your Gun’ Classic

Alas, the superstar summit -- which was also supposed to feature Bette Midler -- did not make it onto Streisand's 1993 "Back to Broadway" LP.

Mar 19, 2025 - 16:43
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Barbra Streisand Almost Collaborated With Madonna on ‘Annie Get Your Gun’ Classic

It would have been a trio for the ages. According to a new interview with Barbra Streisand‘s A&R rep Jay Landers, when the singer was working on her 1993 Back to Broadway album, in the midst of recording some of the Great White Way’s most beloved tunes by Oscar Hammerstein, Richard Rodgers, Stephen Sondheim, Kurt Weill, Leonard Bernstein and Frank Loesser, someone came up with the brilliant idea to cover the Annie Get Your Gun classic “Anything You Can Do I Can Do Better” as a duet with Madonna and another very special guest.

“David Foster created a demo and we said, ‘well, who could we do this with?'” Landers said. “And we chose Madonna and… Bette [Midler]. So it was going to be the three of them.” As envisioned at the time, the triple-headed vocal extravaganza would then end with all three women in the lady’s room, with Madonna and Bette kvetching, “‘God, she’s such a b–ch! She’s so controlling’ and this and that and the other thing and blah, blah, blah. And then we hear another stall open and, ‘Ladies! I’m in here!’ And that’s how the song was going to end,” he said.

Landers noted that Foster had cooked up a “brilliant” arrangement for the trio that started off in a manner similar to the Irving Berlin-penned version we all know and love, in which Annie Oakley and Frank Butler engage in a playful musical game of one-upmanship; the original version appeared in the Ethel Merman/Ray Middleton 1946 cast recording for the show. But when it came to the Madonna section where she sings, “Anything you can sing, I can sing sweeter,” Landers said Foster dropped in a “Madonna disco beat.”

Similarly, when it came to Midler’s section, Foster slid in a “Wind Beneath My Wings”-style motif. “So it touched upon their sounds,” Landers explained. “Really clever.” Landers’ job was to wrangle all three women, who, amazingly, all agreed to do the session. That is, he lamented, until Madonna was unable to participate at the last minute for an undisclosed reason.

Watch Landers tell his musical fish-that-got-away story below.