
The allure of Hollywood is undeniable, a glittering facade where dreams are made and stars shine bright. Yet, beneath the glamour and polished red carpet appearances lies a complex reality, often far removed from the public’s perception. While actors captivate us with their portrayals on screen, their real-life personas can sometimes diverge dramatically, leading to tales of on-set drama that become industry legends.
For entertainment enthusiasts, the behind-the-scenes stories are often as compelling as the films and shows themselves. We’re drawn to understanding the dynamics of creation, and few narratives are as revealing as those detailing difficult working relationships. This article, crafted in the spirit of in-depth entertainment analysis, aims to peel back that shiny veneer and explore the challenging experiences of working with some of the most talented—and notoriously difficult—actors in the business.
From demanding divas to temperamental method actors, the incidents we’re about to explore have left an indelible mark on their colleagues, productions, and even their own careers. These are the stories that circulate amongst cast and crew, highlighting the fine line between creative passion and unprofessional conduct. Join us as we journey through the ranks of Hollywood’s most challenging personalities, uncovering the specific instances that earned them a spot on this infamous list.

15. **Bruce Willis**The iconic ‘Die Hard’ star, Bruce Willis, has built a formidable career playing stoic tough guys in action and comedy films. However, his off-screen demeanor often leaned more towards action than comedy, leading to a reputation for being exceptionally difficult to work with. Numerous accounts suggest that Willis was consistently a jerk during film shoots and in interactions with journalists.
Director Kevin Smith, who helmed Willis in the film ‘Cop Out,’ famously described his experience as “soul crushing.” Smith and other directors have voiced complaints about Willis’s unwarranted and misguided input regarding their directing styles, often leading to clashes on set. Furthermore, Willis reportedly refused to stand with Smith during the promotion of their film, underscoring the tension that permeated their collaboration.
Willis’s demanding nature extended beyond film sets into contract negotiations. His tough stance during discussions for ‘The Expendables’ franchise ultimately led to his absence from the third installment. This prompted none other than Sylvester Stallone to air his frustrations on Twitter, publicly calling Willis “greedy and lazy” and his attitude “a sure formula for career failure.”
The pattern of challenging behavior suggests that Willis, despite his on-screen charm, frequently created a tense and unpleasant working environment for those around him. His insistence on his own creative direction and refusal to compromise reportedly made him a challenging actor to collaborate with, impacting everything from daily shoots to promotional tours.
Read more about: From Shadows to Superstardom: 10 Iconic Celebrities Who Launched Their Careers as Background Actors

14. **Teri Hatcher**Teri Hatcher, widely recognized for her leading role as Susan Mayer in ‘Desperate Housewives,’ seemingly found her character’s drama-filled world a natural fit for her alleged personal character. Reports from the set indicate that Hatcher’s behavior often mirrored her on-screen persona, contributing to a famously difficult working environment.
Marc Cherry, the creator of ‘Desperate Housewives,’ went so far as to call Teri Hatcher “the meanest woman anywhere in the world.” This strong sentiment reflects the widespread discomfort felt by her co-stars. Hatcher was reportedly extremely cold to her colleagues, making even the simplest scenes uncomfortable to shoot, a major challenge in a show centered around ensemble dynamics.
An infamous incident occurred during a ‘Vanity Fair’ cover shoot involving the main cast. ABC executives reportedly warned the rest of the cast about Hatcher beforehand, and true to predictions, she made the experience uncomfortable for everyone present. This deeply strained relationship culminated in her being conspicuously left out of an end-of-series gift from the other ladies to the crew, a snub that surprised no one involved with the show due to the well-known feud.
Hatcher’s reputation for diva-like behavior and consistent clashes with co-stars firmly established her as a challenging actor to collaborate with. Her demanding nature and the interpersonal friction she generated underscore the difficulties producers and fellow actors faced when working alongside her.
Read more about: Unveiling the Shadow Warriors: Inside the Secret World of Navy SEALs and Their Unmatched Legacy

13. **Mike Myers**Mike Myers, the comedic genius behind beloved characters like Wayne Campbell and Austin Powers, has surprisingly garnered a reputation for being far less fun than his on-screen counterparts. Despite his talent for making audiences laugh, Myers has been consistently described as “moody and temperamental,” with many complaining about the degree of control he felt he should exhibit over cast and crew.
Perhaps one of the most shocking anecdotes involves Myers allegedly having a crewmember fired simply for looking him in the eyes on a particularly bad day. This extreme demand for deference highlights a control-freak mentality that permeated his professional interactions. Another incident saw him reportedly walking off the set of ‘Wayne’s World’ because there was no margarine for his bagel, illustrating his propensity for unexpected and disruptive behavior over minor grievances.
Myers’s most significant professional fiasco occurred during the mid-production of a ‘Saturday Night Live’ film adaptation. He reportedly kept refusing to shoot because he disliked the script—a script, ironically, he had written himself. This led to a lawsuit against him for costing millions of dollars, with the legal filing explicitly stating that Myers practiced “breaking his promises, betraying the trust of others and causing serious damage to those with whom he deals through selfish, egomaniacal and irresponsible conduct.”
This series of incidents reveals a complex personality behind the comedic masks, where a drive for control and an unpredictable temperament often overshadowed his considerable creative talents, leading many industry executives to simply refuse to work with him again.
Read more about: The Unscripted Downfall: 14 Movie Stars Whose Careers Took a Nosedive After One Controversial Interview or Unforgettable Role

12. **Charlie Sheen**Charlie Sheen’s personal life became a continuous subject of controversy for years, casting a long shadow over his once-promising career. While initially a celebrated actor, he gradually earned a notorious reputation as a “loose cannon” in the business, characterized by domestic issues, drug addiction, and bizarre behavior, all of which made him incredibly difficult to work with.
At the peak of his success, Sheen was not only the star of the critically acclaimed ‘Two and a Half Men’ but also the highest-paid television actor. However, his substance abuse, disparaging comments about producer Chuck Lorre, demands for further salary raises, and frequent trips to rehab, which caused numerous shooting delays, ultimately led the studio to terminate his contract. His co-star Jon Cryer recalled in his memoir how Sheen’s struggles with sobriety led to him appearing “gaunt, pale, sallow, even sweaty occasionally” and that “his timing started to go off, too.”
After his departure from ‘Two and a Half Men,’ Sheen quickly found work on ‘Anger Management,’ but his erratic antics did not cease. A significant incident involved his co-star Selma Blair complaining that he was a “menace.” Upon discovering this, Sheen reportedly became so enraged that he refused to show up for work unless Blair was fired, demonstrating his extreme reactions to perceived slights and his attempts to control the working environment.
Sheen’s public outbursts and substance abuse issues created considerable challenges for those working alongside him, leading to production delays and frequent conflicts. The consistent pattern of disruptive behavior firmly cemented his position among the most difficult actors in Hollywood, transforming a career of great potential into one defined by controversy.
Read more about: From Tweets to Tirades: 13 Celebrities Who Absolutely Tanked Their Own Careers

11. **Shia LaBeouf**Shia LaBeouf’s journey in Hollywood began with kids’ shows and blockbusters, but his trajectory evolved into that of a controversial artist and filmmaker. Over the years, he has made more than a few provocative remarks, engaged in what some categorize as ‘publicity stunts,’ and, according to many, can transform into “a bit of a jerk” on set. His notorious temper and belligerent attitude have frequently made headlines.
One of the most publicized instances of his challenging behavior involved his departure from the Broadway production of ‘Orphans.’ LaBeouf was slated to star in the play but left due to constant bickering and fights with his co-stars, most notably Alec Baldwin. While some reports indicated he left, others stated quite directly that he was “just straight up fired,” highlighting the severity of the interpersonal conflicts.
LaBeouf is also well-known for being brutally honest—to the point of being mean—in his interviews, often sharing disparaging comments about the studios and projects he has worked on. This outspoken nature, combined with his unpredictable behavior, including arrests for disorderly conduct and plagiarism accusations, has created a consistent reputation for being difficult.
His intense method acting approach, while sometimes lauded, has also been cited as contributing to the challenging work environment he creates. The blend of artistic intensity, confrontational personality, and public incidents has firmly established LaBeouf as an actor whose presence on set guarantees a certain level of unpredictability and potential friction.
Read more about: You’re Fired! 15 Iconic Actors Who Were Kicked Off Major Film Sets for Controversial Reasons

10. **Katherine Heigl**Katherine Heigl rose to mainstream prominence with hit projects like ‘Knocked Up’ and ‘Grey’s Anatomy,’ but she quickly developed a reputation for “biting the hand that feeds her.” Her exceptionally vocal criticisms of her own projects and co-workers have undeniably impacted her career, leading to a perception of her as difficult and ungrateful.
A prime example of this behavior occurred after the success of ‘Knocked Up,’ the movie that significantly boosted her star power. Heigl went on record saying she thought the film was “a little sexist” and found it hard to enjoy, despite having already completed filming and received her paycheck. This post-release critique of a project that benefited her greatly was seen by many in the industry as unprofessional.
Her dissatisfaction extended to her television work as well. Heigl wasn’t a fan of ‘Grey’s Anatomy’s’ writing, and she famously decided not to accept a possible Emmy Award victory because she felt the writing for her character was weak. Beyond these public statements, she reportedly annoyed co-workers daily due to wardrobe grievances and constant script complaints, creating a tense atmosphere on set.
Reports further detail her “rude behavior,” refusal to come out of her trailer, spending excessive time on makeup, and making high salary demands, all while insisting on script changes. These actions collectively contributed to her career entering a declining state, as many in Hollywood became wary of her challenging demeanor and perceived lack of professionalism.
Read more about: From Tweets to Tirades: 13 Celebrities Who Absolutely Tanked Their Own Careers

9. **Russell Crowe**Academy Award winner Russell Crowe is undeniably one of Hollywood’s most formidable talents, earning critical acclaim and an Oscar for his role in ‘Gladiator.’ However, his intense dedication to his craft is often accompanied by an equally intense and volatile temperament, making him a notoriously difficult actor to work with. His career has been punctuated by incidents ranging from “drunken fights” to “insulting people on Twitter” and walking off sets.
Crowe’s hot temper manifested in a particularly alarming incident during the production of ‘Gladiator.’ Feeling that his assistants were not being paid adequately, he reportedly threatened to kill producer Branko Lustig with his bare hands. This aggressive confrontation highlights a significant issue with anger management and a willingness to resort to intimidation tactics.
During the filming of ‘Gladiator,’ Crowe made the production immensely difficult with his demanding behavior. He once angrily declared, “I’m the greatest actor in the world and I can make even (bleep) sound good,” a statement that reveals a profound sense of self-importance and an unwillingness to defer to others, even those in authority. Director Ridley Scott had to repeatedly mediate between Crowe and various crew members, further complicating an already massive production.
Read more about: Get Ready to Scream (or Cry!): The 10 Classic Movie Moments That Still Give Us Major Chills
His reputation for being hot-tempered extends beyond film sets, with incidents including throwing a phone at a hotel employee and getting into altercations with paparazzi. This consistent pattern of aggressive and demanding behavior has led to many challenging working environments for those around him, solidifying his status as a truly difficult personality in Hollywood.