Today we're going to look at the 12 men who are living and don't have an Oscar, but have lost at least three times. Despite the focus on Close & Adams, there are actually three men on this list who moved up thanks to this past year's ceremony, and we actually had a tragic change in this list from what it would have been had I finished it in December, as the man who would have been our #1, Albert Finney, passed away last month. Since I didn't have time to write him an obituary at the time, consider this a bit of a memorial post to the fine actor.
Finney was very rare when he died. I wrote in my December article that only 11 women have died with 3+ Oscar nominations and never winning a competitive one, but for men it's nearly as rare, with 13 such men who have died without a competitive Oscar. This list includes such icons as Mickey Rooney, Peter O'Toole, and Charles Boyer, all of whom won Honorary Oscars, as well as noted character actors such as Clifton Webb and Charles Bickford. Below you will find an additional dozen that are waiting for that competitive Oscar-speculate in the comments which ones you think have the best shot at actually taking a trophy home before their final curtain call.
Honorable Mention: Warren Beatty, Matt Damon, and Brad Pitt have 3+ acting nominations without ever taking a trophy for their thespian abilities (and are still with us), but they all have competitive Oscars of their own. Beatty won Best Director for 1981's Reds, Pitt won Best Picture in 2013 for 12 Years a Slave, and Damon won Best Original Screenplay for 1997's Good Will Hunting. As a result, I kept them off of the list even though technically they'd qualify.
Note: These are ranked by how many nominations an actress made, then by who got their most recent nomination the latest, and then by who got their first nomination first.
Nominations: Eastern Promises (Actor in 2007), Captain Fantastic (Actor in 2016), & Green Book (Actor in 2018)
He Lost to: Daniel Day-Lewis, Casey Affleck, & Rami Malek
Closest to the Win: It would have been 2018 had awards bodies not A) fallen weirdly in love with Rami Malek in Bohemian Rhapsody and B) Green Book hadn't gotten a significant amount of flack for its treatment of black characters, though that latter hardly stopped it in the Best Picture & Screenplay categories so maybe it was just the former. You could make an argument that Mortensen may have been a more palatable choice than, say, Christian Bale had Malek not been on a missile trajectory to winning his Oscar.
Well, He Still Won...: Mortensen hasn't been very lucky with awards bodies. About the most notable trophy he's picked up would be for Best SAG Ensemble for The Lord of the Rings: The Return of the King, but he's never won a significant award for his solo acting.
Is This Happening Someday?: I don't know. Aside from Green Book, Mortensen's past nominations were genuine surprises, and ones that had no chance of actually winning. If he continues to make populist films like Green Book this could theoretically happen, but he's not the type of actor who seems comfortable with campaigning, and as a result I'd wager he won't take this, unless he gets the right biopic.
Nominations: The People vs. Larry Flynt (Actor in 1996), The Messenger (Supporting Actor in 2009), and Three Billboards Outside Ebbing, Missouri (Supporting Actor in 2017)
He Lost to: Geoffrey Rush, Christoph Waltz, & Sam Rockwell
Closest to the Win: The Messenger? 1996 he was in fourth or fifth place, and Three Billboards was a near-miss for a nomination, so The Messenger you could quite plausibly state that he was second place, though a distant second place to Waltz.
Well, He Still Won...: Harrelson has never won a major trophy for film, but he did take an Emmy for his time in Cheers.
Is This Happening Someday?: I think so. Harrelson is the sort of actor who demands respect at this point, and appears in prestige films regularly (he works regularly, period). Give him the right supporting part in a film, and it feels like he'd be able to sneak in as a career-capper sort of trophy.
Nominations: The Kids are All Right (Supporting Actor in 2010), Foxcatcher (Supporting Actor in 2013), & Spotlight (Supporting Actor in 2014)
He Lost to: Christian Bale, JK Simmons, & Mark Rylance
Closest to the Win: None of these movies. I honestly can't even wager-he was at least in third for all of them, perhaps no higher than fourth. Ruffalo's nominations are weird because all of these felt like citations you could predict, but also are for work that was never going to come close to an actual win.
Well, He Still Won...: Ruffalo took the Emmy for Best TV Movie for his work as a producer on The Normal Heart but he hasn't picked up a major trophy yet for acting.
Is This Happening Someday?: Yes, it is. Ruffalo just turned fifty, is well-liked (all of his costars seem to adore him), and now that he's not under contractual obligation to Marvel, he's got more time to make arthouse films, which feels like where he's at home. He just needs to get in on a Best Picture nominee, and he could win...I honestly think he's famous enough he could win lead.
Nominations: Primal Fear (Supporting Actor in 1996), American History X (Actor in 1998), & Birdman (Supporting Actor in 2014)
He Lost to: Cuba Gooding, Jr., Roberto Benigni, & JK Simmons
Closest to the Win: Call me crazy, but maybe 1996? The Academy was feeling frisky that year (just ask Lauren Bacall), and he had just won a Golden Globe. Most pundits, if you look back, thought it was a battle between Gooding and William H. Macy for Fargo, but I wonder if Norton (who also appeared in Everyone Says I Love You and The People vs. Larry Flynt) was more in the thick of the wins than people gave him credit for at the time.
Well, He Still Won...: Norton lost the Oscar to Gooding, but managed to pick up a Golden Globe in 1996 for Primal Fear.
Is This Happening Someday?: I'm going to guess no. Norton has had a lot more pits than valleys in a career where he's never really stopped working. I think he's the definition of an actor who starts out strong (surely everyone assumed he was the next big thing by 1999), but Birdman feels more the exception than the rule, and he's not the type that will go after the (quality) Oscar-bait projects. They'll need to come to him.
Nominations: Gladiator (Supporting Actor in 2000), Walk the Line (Actor in 2005), & The Master (Actor in 2012)
He Lost to: Benicio del Toro, Philip Seymour Hoffman, & Daniel Day-Lewis
Closest to the Win: None of these are close wins. Walk the Line couldn't even get a Best Picture nomination, and that's the one that makes the most sense when you compare it to its competition (and he's at best in third behind Hoffman & Heath Ledger).
Well, He Still Won...: It always feels weird to say this, but the only major trophy that the deeply method & dark Phoenix has ever won was for the Comedy Golden Globe (for Walk the Line).
Is This Happening Someday?: I don't think so. If anyone on this list is the modern successor to Albert Finney, it's Phoenix, who is an actor that is too good not to occasionally be nominated for awards, but also clearly hates them and I doubt the Academy would ever want to give him a microphone.
Nominations: The Prince of Tides (Actor in 1991), Affliction (Actor in 1998), & Warrior (Supporting Actor in 2011)
He Lost to: Anthony Hopkins, Roberto Benigni, & Christopher Plummer
Closest to the Win: You could make a sincere argument that he was the frontrunner in 1991, with tough competition from Hopkins and Warren Beatty (Hopkins victory has aged very well, to the point where we feel like it was inevitable but that was not what people thought at the time). However, he was also in the thick of things in 1998, when James Coburn stunned for a victory in Supporting Actor, so there was clearly a lot of support for Affliction (considering how Benigni's career aged, the Academy probably wishes they had given it to Nolte).
Well, He Still Won...: Nolte nabbed the Golden Globe for his work in The Prince of Tides (hard to believe in this era of uniform awards seasons, but Nolte managed to win Drama Actor over the man who'd eventually take the Oscar)...please take note AMPAS-creativity is a good thing.
Is This Happening Someday?: No. Nolte's shot at ever winning this Oscar died the day that infamous mugshot was taken. He's nearly 80 years old, and he wouldn't be an awful choice for an Honorary Oscar if it would occur to anyone, but a competitive trophy ain't going to happen-the Warrior nomination was probably the closest he was ever going to get to a career honor.
Nominations: Pirates of the Caribbean: The Curse of the Black Pearl (Actor in 2003), Finding Neverland (Actor in 2004), & Sweeney Todd: The Demon Barber of Fleet Street (Actor in 2007)
He Lost to: Sean Penn, Jamie Foxx, & Daniel Day-Lewis
Closest to the Win: Pirates, for sure. The 2003 Best Actor race was a genuinely close affair, with Penn, Depp, and Bill Murray all in a threeway locked race. I remember at the time some people even speculated that it could end in a tie of sorts. Can you imagine a year where the Globes and SAG honored three different lead performers in this era?
Well, He Still Won...: Depp is beloved by the Golden Globes (he's been nominated ten times, including multiple citations before Oscar gave him the time of day), but only won once, for Sweeney Todd (the year of the strike, so we've never seen a major Johnny Depp speech)
Is This Happening Someday?: Probably not. Depp has become something of a pariah, a sellout on-par with Nic Cage at this point, and the abuse allegations against him will age more poorly as time goes by. I honestly don't think he'll even get an Honorary Oscar considering how much of his once darling arthouse reputation has been drowned in a series of big-budget schlock.
Nominations: Born on the Fourth of July (Actor in 1989), Jerry Maguire (Actor in 1996), & Magnolia (Supporting Actor in 1999)
He Lost to: Daniel Day-Lewis, Geoffrey Rush, & Michael Caine
Closest to the Win: Cruise has genuinely been close to winning all three times he's been nominated. Day-Lewis won in 1989 because Cruise was too young and too new to prestige, Jerry Maguire was a loss because Cruise, like his idol Paul Newman, probably was still too rich & famous to need an Oscar to complete the ensemble, and Magnolia would have happened had Miramax not been shoving caviar down the entire Academy's throat (also, everyone's worked with Mike Caine, and seems to love him, so him being thirsty for the thing probably helped).
Well, He Still Won...: Proving you learn something new every time you research an article, Cruise won the Golden Globe every single time he was nominated for the Oscar for the same film. Oscar just never bit compared to the starstruck HFPA.
Is This Happening Someday?: I can't tell. Cruise is still famous enough that he could make this work if he really wanted to, and I think (unlike Depp) he'd be forgiven his baggage. I just don't think he wants to make the types of pictures that would allow him into an awards season, and honestly-can he still pull off such a character? He hasn't done something like Magnolia or even Jerry Maguire in so long I honestly don't know if he still can, well, act. An Honorary Oscar could be in the cards though, especially if they set precedence with Harrison Ford or Sly Stallone. A lot of Academy members paid their mortgages thanks to Cruise's star power.
Nominations: Champion (Actor in 1949), The Bad and the Beautiful (Actor in 1952), & Lust for Life (Actor in 1956)
He Lost to: Broderick Crawford, Gary Cooper, & Yul Brynner
Closest to the Win: At the time, most people assumed that Kirk Douglas, then one of the biggest stars in Hollywood, was a shoo-in for a trophy for Lust for Life. The Academy, though, seemed to like Oscar-lookalike Yul Brynner more in the crowd-pleasing The King & I and so Douglas went empty-handed. One has to assume if they had known at the time that he'd never get another nomination that he might have won, but who knows what the Academy would do, even with hindsight.
Well, He Still Won...: Douglas deservedly won the Honorary Award at the 1995 Oscars, back when they still broadcast the Honorary winners at the ceremony, so the world was treated to his emotional tribute to his son. In addition to a slew of Honorary trophies (everything from the DeMille to the Kennedy Center Honors to the AFI Life Achievement Award), he picked up the Golden Globe in 1956 for Lust for Life.
Is This Happening Someday?: No, obviously not. Douglas is retired and 102. He got his Honorary Award, and basically every other lifetime achievement award the industry could throw at him, and he'll die a legend. Kirk Douglas will still be one of the iconic movie stars of all time even without a competitive Oscar, which is surely better than a statue.
Nominations: Silver Linings Playbook (Actor in 2012), American Hustle (Supporting Actor in 2013), American Sniper (Actor in 2014), & A Star is Born (Actor in 2018)...he also was nominated for Best Picture for American Sniper & for Picture/Adapted Screenplay for A Star is Born
He Lost to: Daniel Day-Lewis, Jared Leto, Eddie Redmayne & Rami Malek
Closest to the Win: American Sniper felt at the time like it was on the rise, and honestly I wonder if with two more weeks of gargantuan box office if Cooper could have bested Eddie Redmayne. Also, still not sure what happened this year with the similarly-gargantuan box office for A Star is Born...though at least there Malek came with his own pile of gold.
Well, He Still Won...: Cooper has competed at the Golden Globes, BAFTA's, and Tonys in addition to the Oscars, but like Dafoe, he's never picked up a major trophy.
Is This Happening Someday?: We enter a trio of actors who have been nominated four times without a victory (with Finney's death, no living male actor has received five nominations without winning at least one of them). Cooper arguably should be first on this list since he has more losses than anyone, but I'm only counting acting trophies. Also, he's going to win someday unless we're witnessing a Kirk Douglas situation. Cooper surely has the respect of the industry, and has a hunger for that trophy, which they usually award (especially in men), though he may have to be a little less pretty to finally get there.
Nominations: Platoon (Supporting Actor in 1986), Shadow of the Vampire (Supporting Actor in 2000), The Florida Project (Supporting Actor in 2017), & At Eternity's Gate (Actor in 2018)
He Lost to: Michael Caine, Benicio del Toro, Sam Rockwell & Rami Malek
Closest to the Win: I would guess that last year Dafoe was in second place, and I still think it's a bummer that he didn't gain more traction for a clearly better role than Rockwell's, but he hasn't really been close for any of his other work, so I'd go with that film.
Well, He Still Won...: Dafoe has won a mountain of critics' prizes, but never picked up one of the major televised awards.
Is This Happening Someday?: I would assume not, but honestly that fourth nomination threw me a bit. There were other more obvious contenders (John David Washington, for example) that could have easily snuck in and taken the fifth slot for Best Actor, and Dafoe doing so indicates that there's some appetite to get him an Oscar...but if there was a proper appetite, wouldn't he have won for Florida? He works with high-profile auteurs, so if one of them gets a film with a little more traction/nominations it could happen, but it'd help if it was in the next couple of years since he's got some recent losses under his belt.
Nominations: Apollo 13 (Supporting Actor in 1995), The Truman Show (Supporting Actor in 1998), Pollock (Actor in 2000), and The Hours (Supporting Actor in 2002)
He Lost to: Kevin Spacey, James Coburn, Russell Crowe, & Chris Cooper
Closest to the Win: Other than The Hours, Harris was close on all three of the other films. It was down to he & Kevin Spacey in 1995. In 1998, it was down to he and Robert Duvall (and then in a huge upset James Coburn won, proving that this "closest to the win" is very much a guessing game). And in 2000, he was surging at the last minute enough to get his costar Marcia Gay Harden across the finish line, but he wasn't able to invade the Crowe/Hanks battle.
Well, He Still Won...: Harris grabbed Golden Globe awards for The Truman Show and Game Change (the HBO TV movie).
Is This Happening Someday?: I doubt it. Harris still works (Westworld), but he refuses to campaign, and honestly has gotten to the point where I don't even think he'd show up to accept it (he didn't for Game Change), and unless you're Maggie Smith, you don't win if you don't show up.
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