While the 47-year-old actor has claimed that he was unaware of the accusations of sexual assault and harassment against Weinstein by numerous women, he had heard about his alleged indecent behavior toward Gwyneth Paltrow.
Paltrow dated Damon's best friend, Ben Affleck, after the alleged incident occurred and also co-starred with Damon in the 1999 movie The Talented Mr. Ripley, which Weinstein produced.
"I knew the story about Gwyneth from Ben because he was with her after Brad [Pitt]," Damon confessed during an interview with Good Morning America's Michael Strahan, which aired on Monday. "But I was working with Gwyneth and Harvey on Ripley."
Damon says he never "talked to Gwyneth" about the alleged encounter with Weinstein. "Ben told me, but I knew that they had come to whatever agreement or understanding they had come to," he explained. "She had handled it and she was the first lady of Miramax and he treated her incredibly respectfully always."
Women who have accused Harvey Weinstein:
Women who have accused Harvey Weinstein of sexual harassment or assault
Women who have accused Harvey Weinstein of sexual harassment or assault
Kadian Noble, has filed a lawsuit against Harvey Weinstein in New York federal court accusing the movie producer of sex trafficking by inviting her to a hotel room in France and sexually assaulting her.
Paz de la Huerta, who stars on HBO's 'Boardwalk Empire,' claims Harvey Weinstein raped her on two separate occasions in 2010: "I was in no state. I was so terrified of him," she told Vanity Fair. "I did say no, and when he was on top of me, I said, 'I don't want to do this' ... It was disgusting. He's like a pig."
British actress Lysette Anthony has publicly accused Harvey Weinstein of raping her in her home in the late 1980s.
Amber Anderson said Harvey Weinstein 'behaved inappropriately' and bragged about other actresses he had 'helped' in exchange for sexual favors.
Natassia Malthe has accused Weinstein of raping her in a hotel room. On a separate occasion, after she was assured that Weinstein would not come onto her, she was allegedly escorted to Weinstein's hotel room by an assistant. In the room was another woman, who performed oral sex on Weinstein whil he asked Malthe to join.
Lupita Nyong'o wrote a detailed essay for the New York Times recounting multiple incidents with Weinstein, including an evening during which he asked her to give him a nude massage while his family was in the same home.
Marisa Coughlan said that she planned to meet Weinstein for a meeting at his hotel. Instead, he requested a massage.
Heather Graham said Weinstein told her he had an agreement with his wife that allowed him to sleep with whomever he wants. He then asked him to meet her to discuss a film project at his hotel, falsely telling her that her friend would also be present. She declined.
French actress Judith Godreche has accused Weinstein of inappropriately pressing up against her, trying to remove her sweater and asking for a massage.
Lauren Holly said that during a seemingly normal meeting with Weinstein to discuss a project, he began disrobing, got into the shower, and went to the bathroom while continuing to converse with her. He then allegedly asked her for a massage. She fled.
Angie Everhart said that she was sleeping in her own cabin on a yacht when Harvey Weinstein entered, blocked the door and began masturbating. He told her not to tell anyone, but she "told everyone," including many actors and producers. In response, most told her that it was just Harvey being Harvey. In an interview with TMZ, she emphasized that anyone in the industry who knew Harvey at all knew that he regularly did things like what he allegedly did to her.
Kate Beckinsale has accused Harvey Weinstein of coming onto her in his hotel room when she was 17 years old.
Tara Subkoff said that in the 1990s, on the same day that she was offered a major movie role, she met Harvey Weinstein at a party. He allegedly made her sit on his lap while he had an erection. He then told her that if he did not do certain sexual things, she would not get the role that she'd already been offered. She declined. Afterward, she said, her "reputation was ruined by false gossip" and she found it near impossible to book roles.
Minka Kelly said that Harvey Weinstein offered her a lavish lifestyle in exchange for being his extramarital girlfriend. She declined.
Gwyneth Paltrow told the New York Times that Harvey Weinstein asked her for a massage in his hotel suite. After she told then-boyfriend Brad Pitt, Pitt confronted him, leading Weinstein to contact Paltrow and "scream" at her, she said.
Asia Argento has accused Weinstein of raping her in his hotel room when she was 21. She first reluctantly agreed to give him a massage, and then he forcibly performed oral sex on her. During subsequent encounters, she had consensual sexual relations with him due to fear that he would otherwise ruin her career.
Rose McGowan has publicly accused Harvey Weinstein of rape. In October 2016, she tweeted reference to a studio head raping her. In October 2017, in a tweet to Amazon chief Jeff Bezos, McGowan referred to Weinstein by name while repeating her rape accusation. The alleged incident took place in the 1990s and resulted in a financial settlement.
Cara Delevingne has accused Harvey Weinstein of attempting to coerce her into kissing another woman in his hotel room. She had just begun her acting career and believed they were meeting just to finalize talks for a film role.
Angelina Jolie said she had a "bad experience with Harvey Weinstein in my youth" and refused to work with him subsequently.
Jessica Barth has accused Harvey Weinstein of demanding that she get naked and give him a massage.
Emma de Caunes has accused Harvey Weinstein of unexpectedly getting naked and demanding that she lie down as other women had supposedly done before her.
Lauren Sivan has accused Harvey Weinstein of cornering her in a public space and masturbating to completion in front of her.
Mira Sorvino, seen here at a Weinstein Co. event in January 2017, said that after refusing Harvey Weinstein's advances, he dissuaded others in the industry from hiring her.
Ambra Battilana has accused Harvey Weinstein of groping her breasts and reaching under her skirt. She went to the NYPD and then conducted a sting operation, the audio of which was published by the New Yorker. In the audio, Weinstein can be heard attempting to coerce her to enter his hotel room.
Louisette Geiss has accused Harvey Weinstein of luring her to his hotel room after assuring her he wouldn't hit on her. He then disrobed and repeatedly asked her to watch him masturbate, telling her he would produce her screenplay if she did.
Emily Nestor (far right), a former Weinstein Co. employee, has accused Harvey Weinstein of sexual harassment.
Rosanna Arquette has accused Harvey Weinstein of dissuading others from hiring her after she rejected his sexual advances.
Rose McGowan has publicly accused Weinstein of sexual harassment. She has also accused others in the industry of knowing of Weinstein's misconduct and either actively or passively hiding it.
Ashley Judd has publicly accused Harvey Weinstein of asking her for a massage and then asking her to watch him shower.
Florence Darel has accused Harvey Weinstein of coming onto her in a hotel suite in 1996 while his wife was in the room next door.
Zoe Brock (left, in 2004) has accused Weinstein of getting naked and chasing her around a hotel room after she refused to give him a massage.
Katherine Kendall (right, in 2006) has accused Harvey Weinstein of disrobing and asking for a massage in his apartment after a movie screening, telling her that "everybody does it." He then asked her to at least show him her breasts, which she refused.
Romola Garai has accused Harvey Weinstein of making her feel "violated" when he watched her audition wearing only a bathrobe in his hotel room.
Lea Seydoux has accused Harvey Weinstein of forcibly trying to kiss her on the lips in 2012.
Claire Forlani said she "escaped" Harvey Weinstein on five occasions. He allegedly told her about all the actresses he had slept with and how he had in turn established their careers. He also attempted to get her to give him a massage.
Weinstein was instrumental in jump-starting Damon's career when his company at the time, Miramax, distributed his and Affleck's movie, Good Will Hunting, which earned them both Oscars.
"I was there at the height of his power and what you knew back then, you had to spend about five minutes with him to know he was a bully, he was intimidating -- that was his legend," Damon recalled. "So when people say everybody knew, yeah I knew, I knew he was an a**hole. He was proud of that."
"I knew he was a womanizer. I wouldn't want to be married to the guy, but that's not my business really," he added. "But this level of criminal sexual predation is not something that I ever thought was going on. Absolutely not."
Brendan Fraiser, Matt Damon, Randel Batinkoff and Guest at the Academy Theater in Beverly Hills, California (Photo by Ron Galella/WireImage)
Matt Damon (Photo by Ron Galella/WireImage)
Matt Damon (Photo by Jim Smeal/WireImage)
Matt Damon at the Radio City Music Hall in New York City, New York (Photo by Kevin Mazur/WireImage)
THE TONIGHT SHOW WITH JAY LENO -- Episode 1274 -- Pictured: (l-r) Actor Matt Damon during an interview with host Jay Leno on December 1, 1997 -- (Photo by: Margaret Norton/NBC/NBCU Photo Bank via Getty Images)
Matt Damon during 55th Annual Golden Globe Awards at Beverly Hilton Hotel in Beverly Hills, California, United States. (Photo by SGranitz/WireImage)
BOSTON, : Oscar winning actor Matt Damon from Cambridge, Massachusetts, signs autographs prior to the Home-Run Derby during the 70th Baseball All-Star Week12 July, 1999, at Fenway Park in Boston, Massachusetts. The All-Star will be played 13 July between the American and National Leagues. (ELECTRONIC IMAGE) AFP PHOTO/Stephen JAFFE (Photo credit should read STEPHEN JAFFE/AFP/Getty Images)
368219 04: Actor Matt Damon stars as Rannulph Junuh in Robert Redford's The Legend of Bagger Vance, to be distributed domestically by DreamWorks. (Photo by David James/Newsmakers)
385569 20: (NO WHO WEEKLY) FILE PHOTO: Actor Matt Damon attends the world premiere of his new film 'All The Pretty Horses' December 10, 2000 at the Beekman Theater in New York City. A Rhodesian Ridgeback dog who resembles actor Matt Damon 'especially in the eyes' says his owner, participated in an audition for pets that look like celebrities February 15, 2001 at Universal Studios in Burbank, CA. The dog was one of several dozens pets competing for a video spot on 'Animal Planet Live', a new attraction at Universal Studios. (Photo by Robin Platzer/Liaison)
PRAGUE, CZECH REPUBLIC - JANUARY 12: (Publicist approval required for ALL usages) Actor Matt Damon on the set during filming of 'The Bourne Identity' on January 12, 2001 in Prague, Czech Republic. (Photo by Daniel Smith/Getty Images)
LONDON, ENGLAND - SEPTEMBER 24: Matt Damon attends the European premiere of 'The Martian' at Odeon Leicester Square on September 24, 2015 in London, England. (Photo by Karwai Tang/WireImage)
"Everybody's saying we all knew. That's not true," he said. "If there was ever an event that I was at and Harvey was doing this kind of thing and I didn’t see it, then I am so deeply sorry, because I would have stopped it."
George Clooney -- Damon's frequent co-star and director of his upcoming movie, Suburbicon -- also told ET that Weinstein had alluded to him that he was having affairs with women that weren't his wife.
"Harvey would talk about women that he'd, you know, gone out with," he said. "I didn't really necessarily believe that ‘cause to believe that would believe bad things about actresses that I know and like, and I didn't really buy into that."
The 56-year-old actor said that it's his hope that all the women who have come forward about Weinstein's alleged despicable behavior will further spur others to tell their stories.
“We have to make sure that now there has to be something good that’s gonna come out of all of this," he insisted. "The thing that’s good that could come out of this is that women feel safer in talking about these situations, and in doing so, that it makes it much harder for men who would behave like this to do it, [knowing] that they'll get outed."
Gwyneth Paltrow out and about
Gwyneth Paltrow out and about
NEW YORK, NY - NOVEMBER 01: Gwyneth Paltrow during the WSJ Magazine 2017 Innovator Awards at Museum of Modern Art on November 1, 2017 in New York City. (Photo by Gonzalo Marroquin/Patrick McMullan via Getty Images)
NEW YORK, NY - OCTOBER 16: Actress Gwyneth Paltrow attends the 11th Annual God's Love We Deliver Golden Heart Awards at Spring Studios on October 16, 2017 in New York City. (Photo by Jim Spellman/WireImage)
NEW YORK, NY - OCTOBER 16: Gwyneth Paltrow (L) and Blythe Danner attend the 11th Annual Golden Heart Awards benefiting God's Love We Deliver on October 16, 2017 in New York City. (Photo by Dimitrios Kambouris/Getty Images for Michael Kors)
LOS ANGELES - SEPTEMBER 11: Gwyneth Paltrow makes an appearance during 'The Late Late Show with James Corden,' Monday, September 11, 2017 (12:35 PM-1:37 AM ET/PT) On The CBS Television Network. (Photo by Terence Patrick/CBS via Getty Images)
TODAY -- Pictured: Gwyneth Paltrow on Wednesday, June 15, 2017 -- (Photo by: Nathan Congleton/NBC/NBCU Photo Bank via Getty Images)
LOS ANGELES, CA - JUNE 08: (L-R) Rick Caruso & Gwyneth Paltrow Host Cocktails At goop-in@Nordstrom at The Grove on June 8, 2017 in Los Angeles, California. (Photo by Phillip Faraone/Getty Images for goop)
JIMMY KIMMEL LIVE - 'Jimmy Kimmel Live' airs every weeknight at 11:35 p.m. EST and features a diverse lineup of guests that includes celebrities, athletes, musical acts, comedians and human-interest subjects, along with comedy bits and a house band. The guests for Monday, June 5 included Gwyneth Paltrow (Goop), Sean Diddy Combs (Cant Stop Wont Stop: A Bad Boy Story) and musical guest Ryan Adams. (Randy Holmes via Getty Images)
SEATTLE, WA - MAY 19: Gwyneth Paltrow visits goop-In@Nordstrom for Book Signingon May 19, 2017 in Seattle, Washington. (Photo by Mat Hayward/Getty Images for Nordstrom)
CULVER CITY, CA - MAY 06: Gwyneth Paltrow attends the UCLA Mattel Children's Hospital's Kaleidoscope on May 06, 2017 in Culver City, California. (Photo by JB Lacroix/WireImage)
NEW YORK, NY - MAY 01: Gwyneth Paltrow attends the 'Rei Kawakubo/Comme des Garcons: Art Of The In-Between' Costume Institute Gala at the Metropolitan Museum of Art on May 1, 2017 in New York City. (Photo by Karwai Tang/WireImage)
NEW YORK, NY - MAY 01: A$AP Rocky and Gwyneth Paltrow attends the 'Rei Kawakubo/Comme des Garcons: Art Of The In-Between' Costume Institute Gala at Metropolitan Museum of Art on May 1, 2017 in New York City. (Photo by Dimitrios Kambouris/Getty Images)
NEW YORK, NY - FEBRUARY 09: Actress Gwyneth Paltrow attends a front row during La Perla Fall/Winter 2017 RTW Show at SIR Stage 37 on February 9, 2017 in New York City. (Photo by Dimitrios Kambouris/Getty Images for La Perla)
LOS ANGELES, CA - NOVEMBER 19: Gwyneth Paltrow, actress & founder of Goop, speaks onstage at the 3rd Annual Airbnb Open Spotlight at the Los Angeles Theatre on November 19, 2016 in Los Angeles, California. (Photo by JB Lacroix/WireImage)
NEW YORK, NY - NOVEMBER 02: Actress Gwyneth Paltrow attends the Frederique Constant Horological Smartwatch launch event at Spring Studios on November 2, 2016 in New York City. (Photo by D Dipasupil/Getty Images for Frederique Constant)
LOS ANGELES, CA - OCTOBER 30: Actress Gwyneth Paltrow attends the 2016 LACMA Art + Film gala at LACMA on October 29, 2016 in Los Angeles, California. (Photo by Jason LaVeris/FilmMagic)
HOLLYWOOD, CA - OCTOBER 30: Actress Gwyneth Paltrow and Founder of the GOOD+ Foundation and host Jessica Seinfeld attends the First-Ever GOOD+ Foundation Halloween Bash hosted Jessica Seinfeld at Sunset Gower Studios on October 30, 2016 in Hollywood, California. (Photo by Stefanie Keenan/Getty Images for GOOD+)
LOS ANGELES, CA - OCTOBER 29: (L-R) Actress Gwyneth Paltrow, wearing Gucci, Gucci Creative Director Alessandro Michele and actress Brie Larson, wearing Gucci attend the 2016 LACMA Art + Film Gala Honoring Robert Irwin and Kathryn Bigelow Presented By Gucci at LACMA on October 29, 2016 in Los Angeles, California. (Photo by Venturelli/Getty Images for LACMA)
MADRID, SPAIN - OCTOBER 26: Gwyneth Paltrow attends ELLE Magazine 30th anniversary party at Circulo de Bellas Artes Club on October 26, 2016 in Madrid, Spain. (Photo by Carlos Alvarez/Getty Images)
NEW YORK, NY - AUGUST 13: Gwyneth Paltrow attends an Author's Night event on August 13, 2016 in East Hamptons, New York City. (Photo by Robert Kamau/GC Images)
BRIDGEHAMPTON, NY - AUGUST 06: Gwyneth Paltrow attends the 2016 Hamptons Paddle & Party For Pink at Fairview on Mecox Bay on August 6, 2016 in Bridgehampton, New York. (Photo by Steven A Henry/Getty Images)
TORONTO, ON - JULY 14: Gwyneth Paltrow attends the Juice Beauty Exclusive Personal Appearance at Holt Renfrew Flagship Store on July 14, 2016 in Toronto, Canada. (Photo by George Pimentel/WireImage)
LONDON, ENGLAND - JUNE 22: Gwyneth Paltrow (L) and Solange Knowles attend a private dinner hosted by Michael Kors to celebrate the new Regent Street Flagship store opening at The River Cafe on June 22, 2016 in London, England. (Photo by David M. Benett/Dave Benett/Getty Images for Michael Kors)
CANNES, FRANCE - JUNE 22: Actress Gwyneth Paltrow is interviewed by Stephen Sackur during a special live-recording 'Hard Talk' hosted by BBC World News during The Cannes Lions Festival 2016 on June 22, 2016 in Cannes, France. (Photo by Richard Bord/Getty Images)
LOS ANGELES - APRIL 19: James Corden and Gwyneth Paltrow prepare to perform Toddlerography on 'The Late Late Show with James Corden,' Tuesday, April 19th, 2016 (12:37-1:37 AM, ET/PT) on The CBS Television Network. (Photo by Darren Michaels/CBS via Getty Images)
LOS ANGELES, CA - APRIL 21: Gwyneth Paltrow, wearing Bally, attends Bally Dinner, celebrating Beverly Hills flagship store opening in support of Communities in Schools, on April 21, 2016 in Los Angeles, California. (Photo by Stefanie Keenan/Getty Images for Bally)
NEW YORK, NY - APRIL 13: (EXCLUSIVE COVERAGE) Actress Gwyneth Paltrow signs copies of her book 'It's All Easy' at Williams-Sonoma on April 13, 2016 in New York City. (Photo by Cindy Ord/Getty Images)
NEW YORK - APRIL 13: CBS This Morning anchors talk with Gwyneth Paltrow during Wednesday's show, April 13, 2016, in New York. (Photo by John Paul Filo/CBS via Getty Images)
NEW YORK, NEW YORK - APRIL 13: (EXCLUSIVE COVERAGE) (L-R) Actress Gwyneth Paltrow poses with actor John Benjamin Hickey during a taping of 'My Favorite Song with John Benjamin Hickey' on Radio Andy at the SiriusXM Studios on April 13, 2016 in New York City. (Photo by Astrid Stawiarz/Getty Images)
NEW YORK, NEW YORK - APRIL 12: Actress Gwyneth Paltrow Signs Copies Of Her New Book 'It's All Easy' at Barnes & Noble, 5th Avenue on April 12, 2016 in New York City. (Photo by Gilbert Carrasquillo/FilmMagic)
NEW YORK, NY - APRIL 12: Gwyneth Paltrow seen at CBS This Morning on April 12, 2016 in New York City. (Photo by MPI02/Bauer-Griffin/GC Images)