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Leonardo DiCaprio Should Have Won for….

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    Sir Pierce
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    #1204260172

    1993 – Fiennes deserves to win here, but DiCaprio is probs second place.

    2002 – DiCaprio definitely deserves a nomination here. His performance in Catch Me If You Can has aged better than pretty much everyone else’s in this category and he wasn’t even nominated… maybe with Brody and Day-Lewis as the exceptions – but even then they aren’t in films that have endured half as well as Spielberg’s. He might have deserved to win here, but not certain, so we’ll leave it as a nom for the minute At the very least, he deserved a nomination over Michael Caine… (Tally: 2 Noms)

    2004 – DiCaprio definitely deserves to win here. Ray is a decent film and it’s not as if Jamie Foxx is bad in it, but the film and the performance are probably the weakest in the category for that year. DiCaprio easily is giving the best performance in this category… and maybe even the best performance of 2004. (Tally: 3 Noms, 1 Win)

    2006 – Leo in Blood Diamond is indeed very good and is worthy of a nomination on its own, but he is undeniably better in The Departed. The only problem, for me, is that Forest Whitaker is so good in The Last King Of Scotland that I think he’d win, unless one of the great performances of cinema was against him (like Day-Lewis the following year). So, unfortunately, I don’t think Leo would win here. (Tally: 4 Noms, 1 Win)

    2008 – Brad Pitt doesn’t deserve a nomination for Benjamin Button… He’s probably the fifth best actor in the film – after Blanchett, Henderson, Swinton and Ali (in that order). And it kinda seems like he got in more for the visual effects of the performance rather than his actual acting, which is just kind of fine. On the other hand, DiCaprio blows you away in Revolutionary Road. It’s genuinely a great performance and arguably win-worthy. Kind of a shame for him, then that this performance ends up in the same year as the brilliant work from Sean Penn in Milk and, especially, Mickey Rourke in The Wrestler. (Tally: 5 Noms, 1 Win)

    2010 – I think Shutter Island was kind of scuppered by an early release date and some unfair initial feedback from critics. In hindsight, I think this one ranks higher in the pantheon of Scorsese films, as well as Leo films. There is a reason it’s become so well-regarded since it’s release. It’s easily one of DiCaprio’s better performances. It doesn’t help that the Best Actor nominees in 2010 are kind of a meh bunch. Firth isn’t even the best actor in his film – and the film has not held up half as well as one might have hoped… it’s easily one of the weakest Best Picture winners of the decade. Javier Bardem is good in Biutful, but it’s not a good enough film to necessarily warrant a win. And DiCaprio probably should have taken his place. Bridges won the year before and he’s in that kind of Viola Davis/Ma Rainey spot where it’s basically a supporting performance masquerading in the lead category, which is made even worse by Steinfeld (a better performance) being stuck in Supporting Actress for some reason. The only real competition here is Franco and Eisenberg. The problem with Eisenberg is more that he’s very well cast in The Social Network, rather than being a brilliant actor who elevates the material. The reason Social Network is the script and the direction… The acting is great, sure, but does Eisenberg really deserve an Oscar? I’m not so sure. James Franco, on the other hand, is very good in a very good film and does elevate the material… The only problem is that I don’t think he’s as good as DiCaprio and the film isn’t as good as Shutter Island.  For me, either DiCaprio should have won here or the similarly unnominated Gosling for Blue Valentine. To be fair, as DiCaprio would have won already at this point, I’ll just tip the scales in Gosling’s favour, for the moment. (Tally: 6 Noms, 1 Win)

    (2011 – Maybe, DiCaprio would be in my personal Top 5, but if we’re looking at obvious snubs for this year, then look no further than Fassbender in Shame, Gosling in Drive and Wilson in Midnight In Paris, who’s snubs are much more erroneous, I feel, than DiCaprio’s for J. Edgar)

    2012 – I think DiCaprio deserves to get in here over either Arkin for Argo or DeNiro for Silver Linings Playbook. Not that I have a problem with them performances, but they don’t have the staying power that I think DiCaprio’s Calvin Candie does. All the same, I don’t think DiCaprio wins here – Django is still Waltz’ film…. and Hoffman should have won this year, as is… (Tally: 7 Noms, 1 Win)

    2013 – Yes, DiCaprio should have won for this. This is his tour-de-force and is probably what people will remember him by the most. McConaughey is great in Dallas Buyers Club, but his win is more of a win for his career comeback. Ejoifer is similar to Eisenberg in Social Network for me, in that he is very good in this film, but it is more the film that is great and him being well-cast more than anything else. Yes, Ejoifer is better than Eisenberg and he is definitely giving a great performance, but I don’t think it is as important to the film as DiCaprio is in The Wolf Of Wall Street – a film, which out of all of 2013’s Best Picture nominees, is the one which is probably talked about the most in hindsight… (Tally: 8 Noms, 2 Wins)

    2015 – Unfortunately, DiCaprio doesn’t win here I feel. The Revenant was pretty much entirely built up on DiCaprio winning his Oscar. I still think DiCaprio is nominated and the film gets some nominations elsewhere, but I don’t think it’s the big player that it ended up being, if DiCaprio had won twice already at this point. My guess is that Fassbender wins here instead. (Tally 9 Noms, 2 Wins)

    2019 – Same as normal.

    Final Tally: 10 Noms, 2 Wins (….which is certainly a lot for an actor in their 40s, but I think, in Leo’s case, it’s probably about right.)

    A very annoying young man, who loves cinema. 🙂

    Twitter: https://twitter.com/pierce_sir
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    Butz
    Joined:
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    #1204260318

    I probably would have given him the win for his last three nominations. But I was pretty underwhelmed by the lineup of 2015 so that doesn’t mean that much.

    FYC - Oscars 2022:
    NINE DAYS in all categories, including:
    - Best Picture
    - Best Director
    - Best Original Screenplay
    - Best Actor (Winston Duke)
    - Best Supporting Actress (Zazie Beetz)
    - Best Supporting Actor (Benedict Wong)

    Letterboxd: Ray_In_Bruges

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    Stank83
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    #1204260759

    1993 – Fiennes deserves to win here, but DiCaprio is probs second place.

    2002 – DiCaprio definitely deserves a nomination here. His performance in Catch Me If You Can has aged better than pretty much everyone else’s in this category and he wasn’t even nominated… maybe with Brody and Day-Lewis as the exceptions – but even then they aren’t in films that have endured half as well as Spielberg’s. He might have deserved to win here, but not certain, so we’ll leave it as a nom for the minute At the very least, he deserved a nomination over Michael Caine… (Tally: 2 Noms)

    2004 – DiCaprio definitely deserves to win here. Ray is a decent film and it’s not as if Jamie Foxx is bad in it, but the film and the performance are probably the weakest in the category for that year. DiCaprio easily is giving the best performance in this category… and maybe even the best performance of 2004. (Tally: 3 Noms, 1 Win)

    2006 – Leo in Blood Diamond is indeed very good and is worthy of a nomination on its own, but he is undeniably better in The Departed. The only problem, for me, is that Forest Whitaker is so good in The Last King Of Scotland that I think he’d win, unless one of the great performances of cinema was against him (like Day-Lewis the following year). So, unfortunately, I don’t think Leo would win here. (Tally: 4 Noms, 1 Win)

    2008 – Brad Pitt doesn’t deserve a nomination for Benjamin Button… He’s probably the fifth best actor in the film – after Blanchett, Henderson, Swinton and Ali (in that order). And it kinda seems like he got in more for the visual effects of the performance rather than his actual acting, which is just kind of fine. On the other hand, DiCaprio blows you away in Revolutionary Road. It’s genuinely a great performance and arguably win-worthy. Kind of a shame for him, then that this performance ends up in the same year as the brilliant work from Sean Penn in Milk and, especially, Mickey Rourke in The Wrestler. (Tally: 5 Noms, 1 Win)

    2010 – I think Shutter Island was kind of scuppered by an early release date and some unfair initial feedback from critics. In hindsight, I think this one ranks higher in the pantheon of Scorsese films, as well as Leo films. There is a reason it’s become so well-regarded since it’s release. It’s easily one of DiCaprio’s better performances. It doesn’t help that the Best Actor nominees in 2010 are kind of a meh bunch. Firth isn’t even the best actor in his film – and the film has not held up half as well as one might have hoped… it’s easily one of the weakest Best Picture winners of the decade. Javier Bardem is good in Biutful, but it’s not a good enough film to necessarily warrant a win. And DiCaprio probably should have taken his place. Bridges won the year before and he’s in that kind of Viola Davis/Ma Rainey spot where it’s basically a supporting performance masquerading in the lead category, which is made even worse by Steinfeld (a better performance) being stuck in Supporting Actress for some reason. The only real competition here is Franco and Eisenberg. The problem with Eisenberg is more that he’s very well cast in The Social Network, rather than being a brilliant actor who elevates the material. The reason Social Network is the script and the direction… The acting is great, sure, but does Eisenberg really deserve an Oscar? I’m not so sure. James Franco, on the other hand, is very good in a very good film and does elevate the material… The only problem is that I don’t think he’s as good as DiCaprio and the film isn’t as good as Shutter Island. For me, either DiCaprio should have won here or the similarly unnominated Gosling for Blue Valentine. To be fair, as DiCaprio would have won already at this point, I’ll just tip the scales in Gosling’s favour, for the moment. (Tally: 6 Noms, 1 Win)

    (2011 – Maybe, DiCaprio would be in my personal Top 5, but if we’re looking at obvious snubs for this year, then look no further than Fassbender in Shame, Gosling in Drive and Wilson in Midnight In Paris, who’s snubs are much more erroneous, I feel, than DiCaprio’s for J. Edgar)

    2012 – I think DiCaprio deserves to get in here over either Arkin for Argo or DeNiro for Silver Linings Playbook. Not that I have a problem with them performances, but they don’t have the staying power that I think DiCaprio’s Calvin Candie does. All the same, I don’t think DiCaprio wins here – Django is still Waltz’ film…. and Hoffman should have won this year, as is… (Tally: 7 Noms, 1 Win)

    2013 – Yes, DiCaprio should have won for this. This is his tour-de-force and is probably what people will remember him by the most. McConaughey is great in Dallas Buyers Club, but his win is more of a win for his career comeback. Ejoifer is similar to Eisenberg in Social Network for me, in that he is very good in this film, but it is more the film that is great and him being well-cast more than anything else. Yes, Ejoifer is better than Eisenberg and he is definitely giving a great performance, but I don’t think it is as important to the film as DiCaprio is in The Wolf Of Wall Street – a film, which out of all of 2013’s Best Picture nominees, is the one which is probably talked about the most in hindsight… (Tally: 8 Noms, 2 Wins)

    2015 – Unfortunately, DiCaprio doesn’t win here I feel. The Revenant was pretty much entirely built up on DiCaprio winning his Oscar. I still think DiCaprio is nominated and the film gets some nominations elsewhere, but I don’t think it’s the big player that it ended up being, if DiCaprio had won twice already at this point. My guess is that Fassbender wins here instead. (Tally 9 Noms, 2 Wins)

    2019 – Same as normal.

    Final Tally: 10 Noms, 2 Wins (….which is certainly a lot for an actor in their 40s, but I think, in Leo’s case, it’s probably about right.)

    Perfect, I would only add The Basketball Diaries (1995) and obviously Titanic (1997). There was a lot of outrage at the time.
    I would put him over Duvall, Hoffmann, and Damon.

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    Woody
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    #1204260883

    Honestly looking at who he was up against when he lost the only time I would 100% think he was the most deserving was The Revenant.

    He was deserving for The Wolf of Wall Street but I would choose Chiwetel Ejiofor over him. And he was also deserving for The Aviator but Jamie Foxx was undeniably great in Ray.

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    Skyler Lindquist
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    #1204260887

    With all-due respect to the strong nominees of 2013, the Best Actor in my eyes was Tom Hanks delivering his career-best in Captain Phillips. His snub was repulsive to me. I was happy to see DiCaprio win for The Revenant. It’s an awesome performance in an awesome movie, and I hope it gets a resurgence one day– seeing it as a bargain bin movie is depressing.

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    Jacob Boe
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    #1204260958

    I am literally so confused about his performance in The Revenant. It seems like you guys either love it or hate it. It was obviously the best of the year. He deserved that Oscar. It just happened to work as a career award as well.

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    Joy
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    #1204261090

    Leonardo DiCaprio aged as fine as dairy in all possible senses. His recent performances altho not terrible are boderline bad! OUATIH was a mediocre film and his performance only made it worse. That being said, he deserved to win for his first nomination in What’s Eating Gilpert Grape. I would give him one more nod for Revolutionary Road.

    The The Revenant win was nothing more than an atrocity, but that lineup didn’t have much good options to choose from. I’d have given to Michael Fassbender.

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