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Help me find more music!

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You should start with the other members of the rat pack (Dean martin, sammy davis jr., etc.) and other standards singers like Nat King Cole, Tony Bennett, Louis Armstrong, Bing Crosby, Perry Como. From there you can go several directions, you can move forward in time to guys like Mel Torme or shift genres slightly to more jazz or more 50's era rock. Neil Sedaka, Bobby Darrin another couple that I like. If you want some more suggestions or clarifications, just ask.
Hope this helps:waving:
 
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Have you tried putting him into Pandora.com and seeing what it suggests? You can thumbs down the stuff you don't like and thumbs up what you like to tailor it to your taste.
 

Wasch_24

2005 BoY
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You should start with the other members of the rat pack (Dean martin, sammy davis jr., etc.) and other standards singers like Nat King Cole, Tony Bennett, Louis Armstrong, Bing Crosby, Perry Como. From there you can go several directions, you can move forward in time to guys like Mel Torme or shift genres slightly to more jazz or more 50's era rock. Neil Sedaka, Bobby Darrin another couple that I like. If you want some more suggestions or clarifications, just ask.
Hope this helps:waving:
Damn, that is quite a list and an awesome post.
 
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