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Quiz about OscarWinning SingerActors
Quiz about OscarWinning SingerActors

Oscar-Winning Singer-Actors Trivia Quiz


These ten singer-actors have also won Academy Awards, either for acting or for their musical compositions.

A multiple-choice quiz by AyatollahK. Estimated time: 3 mins.
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Author
AyatollahK
Time
3 mins
Type
Multiple Choice
Quiz #
399,985
Updated
Dec 03 21
# Qns
10
Difficulty
Easy
Avg Score
9 / 10
Plays
755
Awards
Top 35% Quiz
Last 3 plays: ZWOZZE (2/10), Guest 174 (10/10), Joepetz (8/10).
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Question 1 of 10
1. Which crooner won a Best Actor Oscar for 1944's "Going My Way" and introduced his signature song "White Christmas" in the movie "Holiday Inn", in which he starred with Fred Astaire? Hint


Question 2 of 10
2. Which star of Broadway musicals won an Oscar for Best Actress for "Funny Girl" and also won an Oscar for Best Original Song for co-writing "Evergreen" from the 1976 version of "A Star Is Born", in which she also starred? Hint


Question 3 of 10
3. Which folk singer won a Best Supporting Actor Oscar for 1958's "The Big Country", but today is better known for singing the 1965 Christmas standard "A Holly Jolly Christmas"? Hint


Question 4 of 10
4. Which pop singer first became a TV star in the 1970s, known as much for her stunning Bob Mackie outfits as for her singing, but then won an Oscar for Best Actress for 1987's "Moonstruck"? Hint


Question 5 of 10
5. Which singer went from the idol of the bobby-soxers in the 1940s to the "Chairman of the Board" in the 1970s, while also earning an Oscar for Best Supporting Actor in the role of a doomed private in 1953's "From Here to Eternity"? Hint


Question 6 of 10
6. Which multitalented rock and soul singer starred in 1984's "Purple Rain", in a role loosely based on his own life, and also won an Oscar for Best Original Song Score from that movie? Hint


Question 7 of 10
7. Which former Beatle won an Oscar for Best Original Song Score in 1970 for the documentary "Let It Be" and then wrote and starred in 1984's "Give My Regards to Broad Street" (along with his wife Linda)? Hint


Question 8 of 10
8. Which pop singer won an Oscar for Best Original Song for writing (and singing) the song "Shallow" in 2018's "A Star Is Born" and was also nominated for the Oscar for Best Actress for the movie? Hint


Question 9 of 10
9. Which singer-actor, from a famous acting family, won a Best Original Song Oscar for his composition "I'm Easy" from 1975's "Nashville", which he also sang in the movie? Hint


Question 10 of 10
10. Which Nobel Prize-winning author and singer won an Oscar for Best Original Song for "Things Have Changed" from 2000's "Wonder Boys", but surprisingly wasn't even nominated for his classic "Knockin' on Heaven's Door", which he wrote and sang for a movie he also co-starred in, 1973's "Pat Garrett and Billy the Kid"? Hint



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Quiz Answer Key and Fun Facts
1. Which crooner won a Best Actor Oscar for 1944's "Going My Way" and introduced his signature song "White Christmas" in the movie "Holiday Inn", in which he starred with Fred Astaire?

Answer: Bing Crosby

Crosby is the prototypical singer-actor, considered a superstar in both roles. In addition to delivering an Oscar-winning performance in "Going My Way", Crosby also introduced "Swinging on a Star" in the film, which won an Oscar for Best Original Song and spent nine weeks as a number one hit for him.

As an actor, Crosby starred in both dramas and comedies (especially with Bob Hope); as a singer, he was praised by fans from Thelonious Monk to David Bowie. And he also started and sponsored a legendary golf tournament, now known as the AT&T Pebble Beach National Pro-Am.
2. Which star of Broadway musicals won an Oscar for Best Actress for "Funny Girl" and also won an Oscar for Best Original Song for co-writing "Evergreen" from the 1976 version of "A Star Is Born", in which she also starred?

Answer: Barbra Streisand

Before the 1968 movie of "Funny Girl", which was her movie debut, Streisand had starred in the 1964 Broadway play of it, and its feature song "People" became her signature song and first Billboard Top Ten hit. For "Evergreen", Streisand wrote the music and Paul Williams wrote the lyrics.

In addition to her acting, composing, and singing, Streisand won a Golden Globe Award for Best Director for the 1983 movie "Yentl", in which she also starred, co-wrote the screenplay, and sang (but didn't write any songs).
3. Which folk singer won a Best Supporting Actor Oscar for 1958's "The Big Country", but today is better known for singing the 1965 Christmas standard "A Holly Jolly Christmas"?

Answer: Burl Ives

Ives's singing career dated back to the 1930s, and he became a movie (and later TV) actor shortly after becoming a folk singing superstar with 1948's "Blue-Tail Fly". His best-known acting role was Big Daddy in "Cat on a Hot Tin Roof", with Paul Newman and Elizabeth Taylor, but his Christmas hit came from his voice role as narrator of the 1964 TV special "Rudolph the Red-Nosed Reindeer".
4. Which pop singer first became a TV star in the 1970s, known as much for her stunning Bob Mackie outfits as for her singing, but then won an Oscar for Best Actress for 1987's "Moonstruck"?

Answer: Cher

Cher and her first husband Sonny Bono hosted a successful variety show, "The Sonny and Cher Comedy Hour", on CBS-TV from 1971 until their divorce in 1974. Bob Mackie was already a well-known costume designer when he began dressing Cher for the show, but his star continued to rise along with hers.

By the end of that series, Cher had already recorded four Billboard number one hits (including one with Sonny) and a number two.
5. Which singer went from the idol of the bobby-soxers in the 1940s to the "Chairman of the Board" in the 1970s, while also earning an Oscar for Best Supporting Actor in the role of a doomed private in 1953's "From Here to Eternity"?

Answer: Frank Sinatra

Sinatra's 1953 Oscar and his simultaneous move to Capitol Records began the most productive part of his recording career, which ultimately led him to start his own record label, Reprise Records. He introduced one of his many big hits, the Oscar-winning Best Original Song "High Hopes", in a 1960 movie in which he starred, "A Hole in the Head".

As an actor, Sinatra usually played a character who didn't get pushed around. In fact, he was the original choice to play the hard-nosed cop in the movie "Dirty Harry" but had to withdraw due to a physical problem - which led the producers to make the lead character younger and cast Clint Eastwood in what became his signature role.
6. Which multitalented rock and soul singer starred in 1984's "Purple Rain", in a role loosely based on his own life, and also won an Oscar for Best Original Song Score from that movie?

Answer: Prince

The soundtrack to "Purple Rain" included three major hits for Prince and the Revolution: two Billboard number one singles ("When Doves Cry" and "Let's Go Crazy") and a number two ("Purple Rain"). Prince then starred in two more movies, "Under the Cherry Moon" and "Graffiti Bridge" (which he also directed), both of which were nominated for Razzie Awards as the worst movie of the year, before he retreated back to music.
7. Which former Beatle won an Oscar for Best Original Song Score in 1970 for the documentary "Let It Be" and then wrote and starred in 1984's "Give My Regards to Broad Street" (along with his wife Linda)?

Answer: Paul McCartney

Before "Let It Be", Paul McCartney and The Beatles had filmed three theatrical films: "A Hard Day's Night", "Help!", and "Magical Mystery Tour" (which was originally intended as a British TV movie, and for which McCartney served as de facto director).

Another ex-Beatle, Ringo Starr, also became an actor after The Beatles broke up, most famously starring in "The Magic Christian" with Peter Sellers, who had been one of the group's heroes. Linda McCartney, Ringo, and Ringo's wife Barbara Bach all co-starred in "Give My Regards to Broad Street", along with Beatles producer George Martin and engineer Geoff Emerick (appropriately playing a record producer and engineer).

But after the savagely negative reception to this film, Paul McCartney did not take on another straight acting role until 2017's "Pirates of the Caribbean: Dead Men Tell No Tales".
8. Which pop singer won an Oscar for Best Original Song for writing (and singing) the song "Shallow" in 2018's "A Star Is Born" and was also nominated for the Oscar for Best Actress for the movie?

Answer: Lady Gaga

At the time, Lady Gaga has only three dramatic performances to her credit, but she won a Golden Globe Award for Best Actress - Miniseries or Television Film for her second (in FX's "American Horror Story: Hotel"), and then was nominated for an Academy Award for "A Star Is Born", her third.

In late 2019, she announced plans for her fourth acting role (in a film directed by Ridley Scott), as well as her sixth studio album.
9. Which singer-actor, from a famous acting family, won a Best Original Song Oscar for his composition "I'm Easy" from 1975's "Nashville", which he also sang in the movie?

Answer: Keith Carradine

Director Robert Altman cast "Nashville" with many musicians who were only part-time actors in featured roles. Carradine, part of the Carradine family of actors that included his father John and his brothers David and Robert, was included because he was a talented musician as well as a full-time actor.

He brought his song "I'm Easy" to Altman and proposed that his character perform it in the movie, and Altman agreed. The soundtrack version of the song quickly skyrocketed into the Billboard Top 20 (and reached number one on the Billboard easy-listening charts) as well as winning the Oscar.

As a result, Carradine signed a contract with Asylum Records and recorded two albums of original songs before his successful acting career led him to lose interest in recording.
10. Which Nobel Prize-winning author and singer won an Oscar for Best Original Song for "Things Have Changed" from 2000's "Wonder Boys", but surprisingly wasn't even nominated for his classic "Knockin' on Heaven's Door", which he wrote and sang for a movie he also co-starred in, 1973's "Pat Garrett and Billy the Kid"?

Answer: Bob Dylan

Sam Peckinpah, the director of "Pat Garrett and Billy the Kid", didn't like either Dylan (who played the enigmatic Alias in the movie) or "Knockin' on Heaven's Door" and complained that the studio forced him to include Dylan and the song in the movie - even though Dylan's co-star Kris Kristofferson, a fine singer-actor in his own right, called the song "the strongest use of music that I had ever seen in a film". Peckinpah's complaints may have been a reason that neither the song nor the score was nominated for an Academy Award, although Dylan's score was nominated for a British BAFTA Award. Since then, Dylan has taken on only a few more acting roles, including 1978's "Renaldo and Clara", which Dylan also co-wrote and directed, 1987's "Hearts of Fire", and 2003's "Masked and Anonymous" - but his 2016 Nobel Prize for literature is an indication that he probably made the right choice.
Source: Author AyatollahK

This quiz was reviewed by FunTrivia editor jmorrow before going online.
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