Frank Sinatra, Dean Martin, etc. Recommendations?

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Being that they were well before my time, I'm not too familiar with their material. However, some of my older coworkers were listening to some of theirstuff the other day, and I really liked the overall sound of it. I went on to iTunes just now, and there's so much. I don't know how to pick the bestones, and the handful of greatest hits albums all have slight variations to the track listings. So buying them all would mean I have a bunch of duplicates.

Any recommendations--songs or albums?
 
Listen to Sinatra and Martin as solo, but the Rat Pack as a whole as well (Sinatra, Martin, Sammy Davis Jr., Peter Lawford and Joey Bishop).

Bobby Darin- Beyond the Sea, Mack the Knife.

This is a very different genre of music, but I've learned to enjoy it very much. My father grew up on it, and so I've been listening to it ever since Iwas younger.

It doesn't hurt that guys like Sinatra and Dean Martin are straight up G's
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