I'm guilty of never listening to anything else from Squeeze, but as for Elvis Costello my aunt is a huge fan of his so I've listened to hours on end of his music.
I thought of one just the other day, but it is more of a producer thing: Tricky produced a Britney Spears hit, and I can't stand teen-pop so theres that, but the catalog of music that Tricky has made is way too good to discount.