Sinatra's achievement in the entertainment industry, as notable and financially successful as it was, hasn't really been recognized in some areas as much as it should be, imho.
By that I mean he doesn't get the kind of tribute box sets/retrospective attention for his non-musical movies in the way that other actors of his era have. And yet he made many movies, many non-musical movies, that scored big box-office primarily on his name alone.
And in addition to a handful of original movie musicals that land on most lists of the greatest of that genre ever made, he also appeared in a dozen or more non-musical hits and in at least 2 movies of radically different genres that tradtionally land on many critics' lists of the greatest of THEIR genre ever made (From Here To Eternity and The Manchurian Candidate).
Still, he is often remembered as that singer who, by the way, also acted and appeared in a few movies.
Meanwhile, he achieved what every pop singer from Michael Jackson to Madonna to Eminem to Mariah Carey would have given 5 years of their lives to achieve but haven't. He was simultaneously a top recording artist, a top live performance artist and his movies were so consistently successful at the box office, he could green-light any movie he wanted for about 15 years. Plus he won an Oscar.
Think of some amazing combination of Tom Hanks and Justin Timberlake today.
And to put it into more perspective, Sinatra was a top movie box office draw at a time when his movie dollar competition wasn't the occasional Matt Damon or Ben Stiller. No, he was competing with people like Cary Grant, James Stewart and later, Marlon Brando, Paul Newman and Steve McQueen at their pop culture prime.