Don't be depressed. More people have heard of Justin Bieber than Sinatra. It all comes out in the wash. My trouble is that I like everything. Here is a prezzie for you.
http://www.youtube.com/watch?v=sclhVBsZiGo&feature=related
Whilst I can appreciate that Sinatra could hold a note, there's something in all the hype that I appear to have missed. He's just sort of... alright? Tony Bennett likewise. They seem to sing out of time with the music, and whilst in anyone else that's a flaw with them it's treated like genius.
O.
Outrider,
I'm not particularly keen on Sinatra generally. I actually like Tony Bennett more. But as regards your point that they seem to sing out of time with the music, in a sense I think you are right. However they do/did that deliberately. They sing around rather than on the beat, much like many jazz musicians. The overall structure is absolutely solid, however, and they are genuinely in time with the music. One of my favourites (although I suspect not one of yours), is Billie Holliday who was known for her way of phrasing around, and often behind the beat, which, given her blues orientated voice, helped to produced a sad and wistful quality.
In the end, of course, it's what we like that's important, as Wigs says.