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Frank & Nelson

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In The Wee Small Hours

One of Frank Sinatra and Nelson Riddle's most iconic albums, "In The Wee Small Hours" (Capitol, 1955) (Album Cover)

December 12th is the birthday of the great pop singer Frank Sinatra, so in honor of his birthday week, I’ll be revisiting an episode that explores one of his most fruitful musical partnerships: the one he had with the brilliant arranger, Nelson Riddle. Riddle entered Sinatra’s life in the early 1950s, and his arrangements on albums like In The Wee Small Hours, Only The Lonely, and Songs For Swingin' Lovers is largely responsible for Sinatra’s successful creative renaissance during this time period. We’ll explore some of Sinatra and Riddle’s best collaborations this hour.


"I've Got The World On A String"

Nelson Riddle started his professional career playing third trombone in Tommy Dorsey’s Orchestra. This was several years after Dorsey’s singer Frank Sinatra had left to pursue a solo career. However, his true skill was in arranging, and he left the orchestra for Hollywood to try to find work as an orchestral arranger. His first success, however, came in the early 1950s with his arrangements for Nat King Cole on hit songs for Capitol Records like “Mona Lisa,” “Too Young,” and “Unforgettable.”

In 1953, Frank Sinatra was signed to Capitol, looking for a way to revive his career. At this point, he was seen as a bit of a has-been in the record industry. The label connected him with Riddle, even though Sinatra preferred his longtime arranger Axel Stordahl. The first Stordahl and Sinatra recordings for Capitol, which were mostly melancholy tunes, weren’t selling well, however. So, Riddle took a stab at writing a few charts for Sinatra, among them a swinging version of the Harold Arlen and Ted Koehler standard “I’ve Got The World On A String.”


The arrangement ebbed and flowed in all the right ways, rhythmically exciting, punchy where it needed to be, quiet where it needed to be, all with a steady swing that allowed Sinatra to sound somehow both relaxed and aggressive. Upon hearing the recording, Sinatra evidently exclaimed “I’m back, baby!” The song became a top 20 Billboard pop hit and the arrangement became Sinatra’s concert opener for many years.

 

In The Wee Small Hours

The LP format became a creative playground for Frank Sinatra and Nelson Riddle. The length offered them the opportunity to create a series of songs all about a single theme: a concept album, if you will. Their next LP together became a defining example of this idea. It was called In The Wee Small Hours, an album of all songs about loneliness, heartache, and loss. It gave Frank Sinatra a chance to channel his depression, which had been plaguing him since his split from actress Ava Gardner. And it gave Nelson Riddle the chance to stretch his creative muscles, drawing upon influences from 19th and 20th-century classical music.

Some of the highlights of the album include the title track, the song “Last Night When We Were Young,” or the bluesy Duke Ellington song “Mood Indigo.” It also included “I See Your Face Before Me,” the first song Nelson Riddle ever arranged. Riddle first wrote that chart in high school, and made a few updates to it to include in on this album.

 

Songs For Swingin' Lovers and Close To You

Frank Sinatra and Nelson Riddle’s next collaboration for Capitol Records was yet another iconic album. Songs For Swingin’ Lovers was another concept album, although with a slightly different approach: instead of songs about heartache, we had songs about love, all performed in an upbeat, swingin’ manner. Some of Riddle’s most recognizable arrangements come from this album, like Cole Porter’s “I’ve Got You Under My Skin,” which opens side B.


For Sinatra and Riddle’s next Capitol LP, they went in an even different direction. Riddle wanted to see if he could fully incorporate a more classical sound into a pop record. Gone was the big band, and in its place was a string quartet (the Hollywood String Quartet, in fact, led by violinist Felix Slatkin), supplemented with a few extra instruments, including flute, celeste, and clarinet. In essence, it was chamber music, with Frank Sinatra vocals soaring above, and the results were lovely.

 

Only The Lonely

Despite a string of successes together from 1953 through 1957, Frank Sinatra opted to choose different arrangers besides Nelson Riddle to work with for a few albums. Gordon Jenkins’s lush arrangements were the basis of the album Where Are You and the bold and brassy Billy May was chosen for the album Come Fly With Me. However, at this time, Riddle was chosen to be Sinatra’s chief conductor both on Frank’s new television show, and live in concert. Riddle was the conductor on a June 1957 concert in Seattle which was bootlegged and then officially released as an album in the 1990s. 


In 1958, Frank Sinatra and Nelson Riddle teamed up again in the studio for another iconic session together, a session that many (Frank and Nelson included) considered to be their best. The album was yet another concept album, featuring all torch songs. It was called Frank Sinatra Sings For Only The Lonely. At the time, Sinatra’s divorce with Ava Gardner had been finalized, and Riddle had lost his mother to breast cancer and his six-month old daughter to bronchial asthma. These events helped bring an extra layer of meaning to the already heartbreaking songs.

 

Into the 1960s

Sinatra and Riddle’s partnership continued into the 1960s. They kept trading off between more romantic, introspective albums, and fast-paced swinging albums, all while following a single concept. Their next was swinging yet again, and possibly their most swinging. It was called Sinatra’s Swingin’ Session, and on it, Riddle was tasked with amping up some old tunes that Sinatra had recorded way back in 1952 on a Columbia Records LP called Sing And Dance With Frank Sinatra.


The two also worked together in 1966 for the moon songs concept album cleverly titled Moonlight SinatraFrank and Nelson’s final session together came in 1966 on the album Strangers In The Night. Perhaps it was Sinatra’s fading star in the pop music landscape, or perhaps it was Sinatra’s desire for more complete control, but whatever magic these two created in the mid 1950s wasn’t working in the mid 1960s, so they largely went their separate ways. However, Nelson could still inject some life into an arrangement that could keep Frank on his toes.

Possibly their best recording together in the 1960s, certainly their most substantial, was their 1963 album The Concert Sinatra. In this session, Frank wanted to go big, an album of 76 orchestral musicians gathered on a soundstage to record some of Broadway’s biggest numbers. The only arranger Sinatra trusted for the project was Nelson Riddle, and Riddle was more than up for the challenge. The Concert Sinatra is a dazzling record, and Riddle strikes the right balance, utilizing the extent of the full orchestra but never overpowering the star. 

One of the highlights is the song that closes off the album, Rodgers and Hammerstein’s dramatic song “Soliloquy” from the musical Carousel. The song is dramatic and sweeping, told from the perspective of the musical’s antihero Billy Bigelow. Billy has just found out he’s going to be a father... to a son (he assumes). But then he suddenly realizes that his son might in fact, be his daughter, and he understands how ill-equipped he is to handle such a task. Bigelow is not a very sympathetic character in the show, but the song is one of the best from the Rodgers and Hammerstein catalog for its ability to express a wide range of emotions.

It wasn’t Sinatra’s first time recording this—he had done it in 1946—but this recording with Riddle arranging and conducting is arguably his best.

Music Heard On This Episode

ArtistTitleAlbumBuy
Oscar PetersonMoonglow [Excerpt]Pastel MoodsBuy on Amazon
Frank SinatraBlues In The NightFrank Sinatra Sings For Only The LonelyBuy on Amazon
Nelson RiddleLittle White Lies [Excerpt]Sing A Song With RiddleBuy on Amazon
Nat King ColeUnforgettable [Excerpt]Capitol Collector's SeriesBuy on Amazon
Frank SinatraI've Got The World On A StringUltimate SinatraBuy on Amazon
Frank SinatraJeepers CreepersSongs For Young Lovers & Swing EasyBuy on Amazon
Frank SinatraI See Your Face Before MeIn The Wee Small HoursBuy on Amazon
Frank SinatraI've Got You Under My Skin [Excerpt]Songs For Swingin' LoversBuy on Amazon
Frank SinatraIt Happened In MontereySongs For Swingin' LoversBuy on Amazon
Frank SinatraBlame It On My YouthClose To You And MoreBuy on Amazon
Frank SinatraI Won't Dance (Live)Sinatra '57 - In ConcertBuy on Amazon
Nelson RiddleLet's Face The Music And Dance [Excerpt]Hey… Let Yourself Go!Buy on Amazon
Nelson RiddleThe Theme From 'Route 66' [Excerpt]Route 66 And Other Great TV ThemesBuy on Amazon
Nelson RiddleDarn That Dream [Excerpt]Sing A Song With RiddleBuy on Amazon
Frank SinatraEbb TideFrank Sinatra Sings For Only The LonelyBuy on Amazon
Frank SinatraThat Old FeelingNice 'N' EasyBuy on Amazon
Frank SinatraShould I?Sinatra's Swingin' Session!!! And MoreBuy on Amazon
Frank SinatraOh, You Crazy MoonMoonlight SinatraBuy on Amazon
Frank SinatraThe Most Beautiful Girl In The WorldStrangers In The NightBuy on Amazon
Frank SinatraSoliloquyThe Concert SinatraBuy on Amazon
Nelson RiddleYou And The Night And The Music [Excerpt]Hey… Let Yourself Go!Buy on Amazon
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