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With Dianne Reeves, you never know whether you're going to get jazz, R&B, pop or a combination of all three. The singer has excelled at times and been unfocused and disappointing at other times. Highly introspective and generally quite appealing, That Day... basically falls into the acoustic jazz category but isn't without folk and R&B overtones. One of the CD's strong points is Reeves' willingness to provide a jazz take on songs that haven't been done to death by jazz artists. While improvisers have often recorded "Exactly Like You" and "Ain't Nobody's Business If I Do," there are few other, if any, jazz versions of Joan Armatrading's "Dark Truths" or The Shirelles' "Will You Love Me Tomorrow."
That Day.. is definitely one of Reeves' strongest albums of the 1990s.
I love jazz because anything is possible; it has few rules and the best jazz breaks those ones. I prefer free improv because it doesn't really have any rules at all.
I was first exposed to jazz in my teens (in the late sixties).
The first jazz record I bought was Filles de Kilimanjaro by Miles Davis, shortly followed by Extrapolation by John McLaughlin.
My advice to new listeners is to listen as widely as possible and not to make snap judgments--stick with it.