'It's Not About You': How to Fire Someone Effectively, According to Kevin O'Leary O'Leary says that if you can't fire someone, you aren't the right leader for the organization.

By Sherin Shibu Edited by Melissa Malamut

Key Takeaways

  • Shark Tank star Kevin O’Leary says that the right moment to fire someone is when you realize they aren’t the right fit for the role — not a moment later.
  • In a new video posted to Instagram, O’Leary describes how he fires someone effectively.
  • The most important thing is to explain why the firing is happening, he says.

Kevin O'Leary says that firing someone is the most challenging aspect of leadership. Luckily the "Shark Tank" star and multimillionaire entrepreneur has some tips for firing effectively.

In a social media clip posted to Instagram on Thursday, O'Leary outlined how he thinks about firing someone and how he goes through with it. The clip appears to be a repost of O'Leary's remarks at the iCONIC: Seattle conference in April 2016.

First, O'Leary said that the moment to fire someone is when you realize they aren't right for the job. Delaying the firing isn't fair to them.

"It's not about you," O'Leary said. "It's not fair to them and to the people they are working with and the team that they're part of."

Related: Kevin O'Leary Says This Is the One Skill He Looks For in a Leader — But It's 'Almost Impossible to Find'

When the firing is taking place, the most important element is explaining why it is happening to the person.

"I do that myself," O'Leary said. "It's the hardest thing to do."

This part is necessary though, O'Leary explained, because otherwise, the person won't learn anything from it.

After the termination, O'Leary makes sure that the affected employee gets a "fantastic package," counseling, and everything they need to find another job — as long as the job isn't with his company.

Related: Kevin O'Leary Is Launching a New Agency With the Founder of Shazam — Here's Why He Says It's a Game Changer

Despite the mixed emotions that come with letting an employee go, O'Leary says firing is a necessary part of leadership. If you can't make cuts to your team, "you're the wrong leader" for the organization, he said in the video.

O'Leary was fired once, too. As a teenager, he worked at a mall scooping ice cream. He refused to scrape gum off of the floor, stating that it wasn't part of his job description, and was fired for it.

O'Leary credits that moment as the start of his entrepreneurial journey — on that day, he swore he would never work for anyone else.

"That was the beginning of my journey," he said in an interview that aired in 2013.

Related: How Kevin O'Leary Overcame 6 Formative Failures

Sherin Shibu

Entrepreneur Staff

News Reporter

Sherin Shibu is a business news reporter at Entrepreneur.com. She previously worked for PCMag, Business Insider, The Messenger, and ZDNET as a reporter and copyeditor. Her areas of coverage encompass tech, business, strategy, finance, and even space. She is a Columbia University graduate.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Business News

Zillow Predicts These 10 Places Will Have the Hottest Housing Markets in 2025

Zillow predicted that the hottest housing market of 2025 will be Buffalo, New York. Here's why.

Business News

Macy's Just Released the List of 66 Stores Closing This Year — Here's Where

Around 150 underproductive stores are set to close over the next three years.

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business News

These Are the 10 Highest-Paying Jobs That Only Require a 2-Year Degree — With Some Around $100,000 and Higher

People with two-year degrees may see career growth in the healthcare, aviation, and technology industries over the next 10 years, according to a new report.

Growing a Business

Entrepreneurs Should Invest in Service, Not Just Sales — Here's How to Build a Customer-First Business

A customer-first business strategy that prioritizes exceptional service, empowers employees and leverages feedback can transform satisfied customers into loyal advocates, driving sustainable, long-term growth.