The Silver Lining: The Songs of Jerome Kern functions as something of an answer to its predecessor, Cheek to Cheek. That 2014 duet album with Lady Gaga was suitably brassy and snazzy, relying on well-loved standards and pizzazz – the kind of thing designed to stoke nostalgia vibes – but The Silver Lining is a purer jazz record, an intimate songbook collaboration with pianist Bill Charlap; the difference can be heard simply in comparing the versions of "I Won't Dance" that pop up on the two albums – the Gaga swings boldly, the Charlap rendition carries a wry resignation. Songbooks have been a standard item for Bennett throughout the years but if The Silver Lining recalls any specific album in the vocalist's discography, it's The Tony Bennett/Bill Evans Album, a record released in 1975 when Bennett dropped off the major-label radar and his name was perhaps as well-known to record buyers as that of Evans.
For those new to the music of Tony Bennett, Improv was a label started by Tony Bennett and businessman Bill Hassett. Bennett was fed up with the suits at Columbia Records, who were trying to make him sing rock & roll. When his contract expired at the beginning of the 1970s, he and Hassett formed a label to help him realize his aesthetic ambitions, and Improv was born. Bennett recorded five albums for the label between 1975 and 1977 before it went bankrupt.
The Roulette half of the two Bennett/Basie sessions is a band singer's paradise, with the Basie band caught at a robust and swinging peak and Bennett never sounding happier or looser in front of a microphone. The Count himself, alas, appears on piano only on two numbers ("Life Is a Song" and "Jeepers Creepers"), while Bennett's perennial pianist Ralph Sharon takes over on the remaining ten tracks and does all the charts. Yet Sharon writes idiomatically for the Count's style, whether on frantic rave-ups like "With Plenty of Money and You" and "Strike Up the Band" or relaxed swingers like "Chicago." Though not a jazz singer per se, the flavor of jazz is everywhere in Bennett's voice, which in those days soared like a trumpet…
Tony Bennett’s first album of celebrity duets (2006's Duets: An American Classic) featured an impressive cast of superstars answering the call from the dean of pop vocalists, but the arrangements were overly safe – virtually all of them ballads with soft strings or brassy finger-snappers. Duets II follows the first by five years and features, surprisingly, a cast just as star-laden, but also arrangements that are much more dynamic, and suitable for each song and its participants. (Marion Evans, a veteran whose career goes back nearly as far as Bennett's, handles the charts for a few of the best here.)