The Most Difficult Person to Work with: Ranking the Ultimate Challenge in the Workplace

Choose the person you think is the most difficult!

Author: Gregor Krambs
Updated on Feb 27, 2024 06:58
Are you ready to cast your vote in the ultimate showdown of difficult personalities? Welcome to StrawPoll's "Who is the most difficult person to work with?" ranking! We've compiled a list of notorious individuals who have made even the most patient souls cringe. From office tyrants to diva co-workers, we've got them all! But wait, there's more! If you think we've missed someone truly deserving of this (dis)honor, feel free to suggest your own candidate. Join thousands of others in casting your vote, and let's together unveil the supreme monarch of workplace nightmares. Dive into the mayhem, and let the battle of the bothersome begin!

Who Is the Most Difficult Person to Work with?

  1. 1
    Kanye West
    David Shankbone · Public domain

    Kanye West

    Kanye West
    Known for his erratic behavior, outspokenness, and tendency to change his mind frequently, Kanye West has been called one of the most difficult people to work with in the music industry.
    Kanye West is a prominent American rapper, producer, and fashion designer. He gained significant recognition for his music and outspoken personality. Often considered one of the most controversial figures in the entertainment industry, Kanye West has been both praised and criticized for his artistic contributions and public antics.
    • Musical Style: Hip hop, experimental
    • Albums: Multiple successful studio albums
    • Awards: Numerous Grammy Awards
    • Fashion Ventures: Founder of Yeezy fashion label
    • Entrepreneurship: Founder/owner of various ventures
    Kanye West in other rankings
  2. 2
    Mariah Carey has a reputation for being a diva on set, with demands and expectations that can be hard to meet. She has been known to ask for things like 20 white kittens and 100 doves for her music videos.
    Mariah Carey in other rankings
  3. 3
    Christian Bale
    Harald Krichel · CC BY-SA 4.0
    Christian Bale is known for being extremely dedicated to his craft, but he can also be difficult to work with. He has been caught on tape yelling at crew members and has a reputation for being intense and demanding on set.
    Christian Bale in other rankings
  4. 4
    Lindsay Lohan
    Unknown authorUnknown author · Public domain
    Lindsay Lohan has had a tumultuous career, marked by legal troubles, substance abuse problems, and erratic behavior. She has been known to show up late to set, argue with directors, and cause other problems on set.
    Lindsay Lohan in other rankings
  5. 5
    David O. Russell
    Georges Biard · CC BY-SA 3.0
    David O. Russell is a director known for his artistic vision but also for his volatile temper. He has been caught on tape yelling at actors and crew members and has a reputation for being difficult to work with.
  6. 6
    Shia LaBeouf has been in the public eye for a long time and has a reputation for being difficult to work with. He has been arrested multiple times and has been known to exhibit erratic behavior on set.
    Shia LaBeouf in other rankings
  7. 7
    Terrence Howard
    Frantogian · CC BY-SA 4.0
    Terrence Howard has a reputation for being difficult to work with, with reports of him being abusive to cast and crew members. He has also been known to make statements that are considered controversial or offensive.
    Terrence Howard in other rankings
  8. 8
    Alec Baldwin
    Georges Biard · CC BY-SA 3.0
    Alec Baldwin is known for his strong personality and outspokenness. He has been caught on tape yelling at paparazzi and has been involved in several public controversies.
    Alec Baldwin in other rankings
  9. 9
    Katherine Heigl has been criticized for being difficult to work with, with reports of her being demanding and unprofessional on set. She has also been known to make negative comments about projects she has worked on, which has led to some tension with other actors and directors.
  10. 10
    Charlie Sheen has had a long career marked by substance abuse problems, legal troubles, and erratic behavior. He has been known to make controversial statements and has had public feuds with other actors and directors.
    Charlie Sheen in other rankings

Missing your favorite person?


Ranking factors for difficult person

  1. Communication style
    A person who is difficult to work with may have poor communication skills, or their communication style may not align with that of their colleagues or team members.
  2. Personality
    Certain personality traits, such as narcissism or pessimism, may make a person more challenging to work with than others.
  3. Work habits
    A person who is disorganized, consistently late, or fails to deliver on their commitments may be difficult to work with.
  4. Conflict resolution skills
    A person who is unable or unwilling to resolve conflicts in a constructive manner may make collaboration difficult.
  5. Emotional intelligence
    A person lacking in emotional intelligence may struggle to understand the feelings and perspectives of others, which can lead to tension in the workplace.
  6. Flexibility
    A person who is rigid in their thinking or unwilling to consider alternative viewpoints may be challenging to work with.
  7. Trustworthiness
    A person who is untrustworthy, or who engages in unethical behavior, may make it difficult for others to work with them.

About this ranking

This is a community-based ranking of the most difficult person to work with. We do our best to provide fair voting, but it is not intended to be exhaustive. So if you notice something or person is missing, feel free to help improve the ranking!


  • 161 votes
  • 10 ranked items

Voting Rules

A participant may cast an up or down vote for each person once every 24 hours. The rank of each person is then calculated from the weighted sum of all up and down votes.

More information on most difficult person to work with

Working with difficult people is a challenge that many of us face in our professional lives. Whether it's a boss who's never satisfied, a colleague who's always negative, or a client who's impossible to please, difficult people can make our jobs much harder than they need to be. In fact, dealing with difficult people is often cited as one of the most stressful aspects of any job. However, being able to navigate these tricky situations is an important skill to have in any workplace. By understanding what makes people difficult and learning how to communicate effectively, we can build better relationships and achieve better outcomes. In this article, we'll explore the question of who is the most difficult person to work with, drawing on insights from our extensive database of polls and rankings.

Share this article