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The ''When Harry Met Sally...'' soundtrack album features American singer and pianist [[Harry Connick Jr.]] [[Bobby Colomby]], the drummer for [[Blood, Sweat & Tears]], was a friend of Reiner's and recommended Harry Connick Jr., giving the director a tape of the musician's music.<ref name="dvd3">{{cite news |last=Reiner |first=Rob |author2=Nora Ephron |author3=Billy Crystal |date=2008 |title=DVD Audio Commentary |work=When Harry Met Sally... Collector's Edition DVD |publisher=[[20th Century Fox]]}}</ref> Reiner was struck by Connick's voice and how he sounded like a young [[Frank Sinatra]]. The movie's soundtrack album was released by [[Columbia Records]] in July 1989. The soundtrack consists of standards performed by Harry Connick Jr. with a [[big band]] and [[orchestra]] arranged by Marc Shaiman. Connick won his first [[Grammy]] for [[Grammy Award for Best Jazz Vocal Performance, Male|Best Jazz Male Vocal Performance]].<ref name="grammy">{{cite news | url=http://www.grammy.com/nominees/search?artist=&title=&year=1989&genre=All | title=Past Winners Search | publisher=The Recording Academy | access-date=January 9, 2008 | archive-url=https://web.archive.org/web/20120321142209/http://www.grammy.com/nominees/search?artist=&title=&year=1989&genre=All | archive-date=March 21, 2012 | url-status=live }}</ref>
Arrangements and orchestrations on "[[It Had to Be You (song)|It Had to Be You]]", "[[Where or When]]", "I Could Write a Book", and "But Not for Me" are by Connick and Shaiman. Other songs were performed as [[piano]]/[[vocal]] solos, or with Connick's trio featuring Benjamin Jonah Wolfe on bass and Jeff "Tain" Watts on drums. Also appearing on the album are [[tenor saxophone|tenor saxophonist]] Frank Wess and guitarist Jay Berliner. The [[soundtrack]] went to #1 on the [[Billboard (magazine)|''Billboard'']] [[Billboard charts#Top Jazz Albums|Traditional Jazz Chart]] and was within the top 50 on the [[Billboard 200|''Billboard'' 200]].<ref>{{cite news | title=Harry Connick Jr.: He's All That Jazz | work=[[USA Today]] | date=December 28, 1989 | last=Jones | first=James T}}</ref> Connick also toured North America in support of this album.<ref>{{cite news | title=Brazilian rhythms with lots of appeal ''When Harry Met Sally...'' Harry Connick Jr. | work=[[The Globe and Mail]] | date=November 23, 1989 | last=Miller | first=Mark}}</ref> It went on to reach [[RIAA certification|double-platinum status]].<ref>{{cite news | url=http://www.legacyrecordings.com/Harry-Connick-Jr/Biography.aspx | title=Harry Connick Jr. Biography | publisher=Legacy Recordings | access-date=June 15, 2008 | last=Bush | first=John | archive-url=https://archive.today/20080107212730/http://www.legacyrecordings.com/Harry-Connick-Jr/Biography.aspx | archive-date=January 7, 2008 | url-status=dead | df=mdy-all }}</ref> The soundtrack features performances by [[Louis Armstrong]] and [[Ella Fitzgerald]], [[Frank Sinatra]], [[Ray Charles]], [[Bing Crosby]], and [[Harry Connick Jr.]]
==Reception==
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