5 Times Leo Should Have Been Nominated for an Oscar

 As we continue to celebrate Leo’s fifth Oscar nomination (and first win! Wooh!), let’s take a moment to appreciate some of his Academy-unrecognized masterpieces.  These five roles were easy contenders for performance of the year, but couldn’t even rangle a nod from the all-powerful Academy.  So, here you have it:  5 times our boy Leo should have (at least) received a nomination, but was left cheering from the sidelines.
J. Edgar Hoover
 While this is not necessarily my favorite Leo film, his acting was phenomenal from start to finish.  Leo plays the 50-year famed head of the F.B.I., while providing an intimate glimpse into the man.  This movie, itself, was wildly underwhelming, but Leo’s depiction was honest and effortless.  Leo was nominated for a Golden Globe for this part, but lacked any recognition from the Academy.
4) ) Django Unchained
Calvin Candie
Anyone who has seen Django Unchained can attest to the harrowing performance of Leo as Calvin Candie, ruthless slave-owner with torturous, yet charismatic tendencies.  With unrivaled commitment (he cut his hand and continued with the scene, smearing real blood on Kerry Washington’s face), Leo made me truly hate his character and forget who the man behind the maniac was.  The film was nominated for five Oscars, but despite his Golden Globe nomination, the Academy didn’t even acknowledge his flawless performance.
Jack Dawson
This one is, of course, a given.  As Jack Dawson, Leonardo DiCaprio made an entire generation breakdown in three and a half hours.  This movie, a blockbuster record-breaker, won the Academy Award for Best Picture, as well as taking home 10 additional awards.  Though he was nominated for a Golden Globe, Leo, himself, did not even receive a nod from the academy for his brilliant performance.
And, c’mon, look at those eyes.
Leo is beautiful
Billy
The Departed is one of the greatest films of all time.  This is not only my opinion:  It broke in at number 46 on IMDb’s Top 250 Movies of All Time.  Leo plays Billy, an undercover cop who falls way over his head.  This movie won 4 Oscars, including the Academy Award for Best Picture.  Once again, Leo didn’t even snag a nomination by the Academy, despite receiving recognition at the Golden Globes.
Frank Wheeler
A strong contender for greatest movie of all time, Revolutionary Road is the story of April and Frank Wheeler, a troubled couple in the 1950s, discussing abortion and divorce in an era where these two concepts were still four-letter words.  Leo plays opposite Kate Winslet and their chemistry is just as tangible as it is in Titanic.  A book before the movie, I did not believe that anyone would be able to capture this complicated, and mostly self-reflective character.  By far Leo’s greatest film, he demonstrates Wheeler’s every thought in such a subtle and powerful way.  Snubbed by the Academy for any recognition after losing his nomination at the Golden Globes, this movie perfectly encapsulates the underrating of Leo.
BUT, all bitterness aside, we can all appreciate Leo’s big win at the 2016 Oscars for The Revenant, and the twenty-years-in-the-making acceptance speech that drove a nation of Leo fanatics to tears.