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During self-isolation I've been listening to my Crosby CDs and some LPs chronologically. Thanks to the Harry Lillis CDs I'm now up to the late 1960s and I reckon Bing was still singing well then. For a diversion, I watched the Netflix documentary on Frank Sinatra, All Or Nothing At All which was fascinating.
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I'm not really isolating, but my work is having us work from home. So my "man cave" is also my "office" so I can listen or watch Bing Crosby all day. I have been really rediscovering a lot of the Bing LPs I haven't played in years.
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Bing could absolutely sing great in the 1960s