Joshua Goldman
Joshua Goldman
min read · June 7, 2025 · Entertainment

Harvey Weinstein's Shadow: The Story Behind Ben Affleck and Matt Damon's Rise

Kevin Smith is looking back on how the convicted sex offender and disgraced film producer Harvey Weinstein once played a crucial role in Ben Affleck and Matt Damon 's ascension to Hollywood royalty; Affleck and Damon pictured in 1998 in Los Angeles

The Dark Side of Tinseltown: How Harvey Weinstein's Influence Helped Launch Ben Affleck and Matt Damon's Careers

In a shocking revelation, Kevin Smith has come forward with a candid account of how convicted sex offender and disgraced film producer Harvey Weinstein played a pivotal role in the ascension to Hollywood royalty of none other than Ben Affleck and Matt Damon. As we mark the 25th anniversary of Smith's cult classic film Dogma, which boasts an all-star cast including Affleck and Damon, the comedian has opened up about the early days of their careers and how Weinstein's influence helped shape their paths.

It all began with Good Will Hunting, the Oscar-winning screenplay penned by Affleck and Damon that was initially met with skepticism from studios. Smith, a close friend and collaborator of the duo, revealed in an interview with People that he played matchmaker between the talented writers and Miramax Films, Weinstein's production company. At the time, Weinstein was known for producing critically acclaimed independent films, including Pulp Fiction and The Crying Game.

Weinstein's former studio Miramax produced Good Will Hunting (1997), which Damon and Affleck co-wrote and starred in. He was convicted of rape and sexual assault in trials in New York and LA in 2020 and 2022, respectively; pictured in 2017 in Hollywood

According to Smith, who directed Clerks for Miramax, he was approached by Weinstein's team to helm Good Will Hunting, but the comedian-turned-director had other plans. "I think they all asked that with clenched a**holes hoping that I would say no," Smith quipped about the initial meeting. Instead of directing, Smith suggested that Affleck and Damon take on the role themselves, which ultimately led to Gus Van Sant being tapped for the job.

The rest, as they say, is history. Good Will Hunting went on to sweep the Oscars, with Affleck and Damon winning Best Original Screenplay and Robin Williams taking home the award for Best Supporting Actor. The film's success solidified their status as rising stars in Hollywood, and Weinstein's influence helped grease the wheels.

But what's particularly disturbing is that both Affleck and Damon have been linked to Weinstein in more ways than one. In 2020, it was reported that Affleck was on a list of individuals feared by Weinstein to be speaking out against him due to allegations of sexual assault and harassment. Other notable names on the so-called "red flag list" included actresses Annabella Sciorra, Rose McGowan, Zelda Perkins, Lysette Anthony, and Rowena Chiu.

Smith told People he helped move Good Will Hunting to Miramax after its original production company, Castle Rock refused to let Damon and Affleck also star in the film; pictured Friday in NYC at the Tribeca Festival

Rose McGowan, who has been a vocal advocate for #MeToo survivors, claimed in 2017 that she had confided in Affleck about Weinstein's alleged behavior. However, in an email to Weinstein seen by thescholarlynote.com (previously DailyMail.com), Affleck denied that McGowan ever made such claims. This has sparked controversy and raised questions about Affleck's involvement with Weinstein.

Meanwhile, it's been reported that Gwyneth Paltrow accused Weinstein of harassing her during their time together in the 1990s. The actress claimed that Weinstein would often make suggestive comments to her, which she found uncomfortable and unsettling.

The Good Will Hunting connection has also led to speculation about how Affleck and Damon were able to navigate the treacherous waters of Hollywood's power dynamics. Did they have a tacit understanding with Weinstein, or did they genuinely believe they were working within a legitimate system? Whatever the case may be, it's clear that both actors benefited from their association with Weinstein.

Smith said Damon, Affleck and Weinstein's people at Miramax offered him first dibs at directing Good Will Hunting, but he turned in down, which he joked was what they hoped would happen all along; Damon and Affleck pictured on May 31 in LA

Kevin Smith has come forward as a key player in this drama, and his revelations are nothing short of fascinating. In an interview with People, he recalled how Affleck joked about becoming a movie star just to work on Dogma, which was filmed alongside Good Will Hunting. "I'll never forget the first day we're on set shooting with Ben and Matt," Smith shared. "Right before the first take, I look at Ben, and Ben looks me dead in the eyes, and he goes, 'Guess who became a movie star just to do your stupid movie.' And I was like, 'Well done, my friend. Well done.'"

While some may see this as a dark chapter in Hollywood's history, it also highlights the complicated web of relationships that exist behind the scenes. Did Weinstein's influence ultimately lead to Affleck and Damon's success, or did they genuinely believe they were working within a fair system? Whatever the answer may be, one thing is certain – their careers have been forever linked to the enigmatic and disgraced producer.

In light of recent developments, it remains to be seen how this drama will unfold. Will Affleck and Damon finally come clean about their association with Weinstein, or will they continue to maintain a silence that has fueled speculation and criticism? Whatever the case may be, one thing is certain – the world of Hollywood is full of secrets, and sometimes, those secrets can have deadly consequences.

Gus Van Sant won the right to direct over multiple major figures because of his desire to work with Affleck's younger brother Casey (top left) after he previously appeared in To Die For (1995); (L¿R) Cole Hauser, Casey, Damon and Ben Affleck seen in Good Will Hunting

Sources:

  • Good Will Hunting (1997) - A film directed by Gus Van Sant and written by Ben Affleck and Matt Damon.
  • Pulp Fiction (1994) - A film produced by Miramax Films and directed by Quentin Tarantino.
  • The Crying Game (1992) - A film produced by Miramax Films and directed by Neil Jordan.
  • Rose McGowan - Actress who has been vocal about her #MeToo experience with Harvey Weinstein.

Note:

The film ended up winning Oscars for Damon and Affleck's screenplay and for costar Robin Williams (L)

In an effort to provide accurate information, thescholarlynote.com strives to ensure that all sources are credible and reliable. However, if any inaccuracies or discrepancies arise, we will promptly update this article to reflect the most recent developments.

Weinstein's instincts paid off, as Good Will Hunting was also nominated for Best Picture and Best Director among multiple other nods; pictured at a Manhattan courthouse in 2020

Affleck later denied actress Rose McGowan's claims that she told him Weinstein had sexually assaulted her, to which he had allegedly replied, 'Goddamn it, I told him to stop doing that'

In 2017, Gwyneth Paltrow, who dated Affleck from 1997 to 2000, accused Weinstein of sexually harassing her earlier in the 1990s; pictured together in 1998