Get All Access for $5/mo

How Optimists and Pessimists Can Get Along Opposites may not necessarily attract in business, but they can make your team a more productive whole.

Opinions expressed by Entrepreneur contributors are their own.

DrAfter123 | Getty Images

How often do conflicts occur in your enterprise because someone proposed ill-considered or insufficiently thought-out ideas? What about because someone opposed innovative, out-of-the-box ideas?

If you have either problem, you might be plagued by two very common cognitive biases: the optimism bias or the pessimism bias. The optimism bias describes the many people who tend to make overly positive assessments of future risks and rewards, while the pessimism bias refers to those who make excessively negative assessments. These mental blindspots are two out of myriad dangerous judgment errors that result from how our brains are wired. It's what scholars in cognitive neuroscience and behavioral economics like myself call cognitive biases.

These problems plagued a quickly growing healthcare startup in the Northeast, which experienced a great deal of internal turmoil. The optimistically minded people on the team generated lots of great new ideas, without thinking through all the potential problems. For example, they'd suggest an innovative, out-of-the-box marketing strategy to promote their new product and feel all excited about it. By contrast, the pessimistically inclined individuals on the team came up with new ideas much more rarely, because they saw all the potential problems of any suggestion, even sometimes flaws that weren't there. The pessimists would criticize the optimistic marketing strategy and other ideas, highlighting all the risks of each innovative suggestion, such as punishments by regulators for overhyping medical claims.

As a result, both groups felt defensive and had negative relationships with each other. The optimists perceived the pessimists as naysayers who never allowed good ideas to go forward. The pessimists perceived optimists as always going off half-cocked and coming up with flawed efforts.

Related: Being Too Optimistic Is Bad for Your Business

Different From Each Other, But Stronger Together

Given the differences between them, can you imagine how much more effective pessimists and optimists would be if they came together and played to their strengths?

For instance, optimists should be allowed and encouraged to generate ideas while acknowledging that all ideas are half-baked. Pessimists can then focus on taking these half-baked ideas and baking them further, instead of merely shooting them down.

That was the focus of the changes I worked on at the aforementioned healthcare enterprise when I was brought in to address the problems in collaboration and improve employee engagement. I especially emphasized the importance of having at least two devil's advocates on a team. Our society usually tends to see pessimism as negative, whereas in reality, research shows it's incredibly important to have contrary positions to make wise decisions. And I say this as an inveterate optimist.

Devil's advocates force a team to examine its assumptions and close gaps in its plans. They're also very helpful to prevent groupthink. This rather simple transformation made a drastic improvement in meetings and substantially improved employee engagement. The healthcare team's optimistically inclined voices created ideas and then gave them to the pessimists, giving up ownership of their darlings. The pessimists then took the ideas, selected the most viable ones and fixed their flaws to develop the half-baked notions into well-thought-out project plans.

Finding the Balance

It's especially important to recognize that a mixed group of pessimists and optimists would work much better compared to having a group composed of just pessimists or just optimists. If you have just optimists in a group, everyone will perceive their own ideas as brilliant and continuously support each other, at the risk of not filtering out bad ideas. This could result in ideas running in 20 different directions at once.

On the other hand, if you have just pessimists in a group, they won't create nearly enough new ideas for the needs of our increasingly disrupted world as they would find fault at every turn. This was fine a generation ago, but not now.

Having a mixed group gives you the best of both worlds in generating new ideas and refining them to address problematic spots. When they work together efficiently, pessimists and optimists can ensure that processes are both innovative and thorough, maximizing an organization's success for the long term.

Related: The 5 Benefits of Being Optimistic

Mixing It Up

Given that a balanced group of pessimists and optimists can lead to better collaboration and improved employee engagement, it makes sense to be mindful when hiring employees, especially leaders, for your organization.

Be aware that it's very hard to go against your intuition and hire someone different from you. If you are a pessimist, it would be difficult for you to hire an optimist, and vice versa. The same challenge exists when promoting people to higher positions due to the halo effect and the horns effect. The halo effect refers to the fact that if we feel a significant positive emotion toward one characteristic of someone, then we will have an overly positive evaluation of that person as a whole. The horns effect is the opposite: If we don't like a characteristic that is significant to us, we will tend to have a worse evaluation of that person as a whole.

If you want to succeed as an entrepreneur, you need to be aware of and learn to defeat these cognitive biases. Only by doing so will you be able to make good decisions in hiring and collaboration, whether regarding pessimists and optimists, and in all other areas of your business.

Gleb Tsipursky

CEO of Disaster Avoidance Experts

Dr. Gleb Tsipursky, CEO of Disaster Avoidance Experts, is a behavioral scientist who helps executives make the wisest decisions and manage risks in the future of work. He wrote the best-sellers “Never Go With Your Gut,” “The Blindspots Between Us,” and "Leading Hybrid and Remote Teams."

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

Editor's Pick

Business Solutions

Increase Productivity with This Microsoft 365 Subscription, Now $25 Off

It can make the entrepreneur life a lot easier.

Business News

Apple Pay Later Is Ending. Here's What's Taking Its Place.

The program was available for less than a year.


This Artist Answered a Businessman's 'Powerful' Question — Then His Work Became 'the Poster Child for Juneteenth': 'Your Network Really Becomes Your Net Worth'

Reginald Adams was the executive director of a Houston-based art museum for more than a decade before he decided to launch his own public art and design firm.


Harvard Business School Professor Says 65% of Startups Fail for One Reason. Here's How to Avoid It.

Team alignment isn't nice to have -- it's critical for running a successful business.

Business News

Here's What Companies Are Open and Closed on Juneteenth 2024

Since it became a holiday in 2021, Juneteenth has been recognized by some major corporations as a paid day off.

Growing a Business

I Hit $100 Million in Annual Revenue by Being More Transparent — Here Are the 3 Strategies That Helped Me Succeed

Three road-tested ways to be more transparent and build relationships that can transform your business — without leaving you feeling nightmarishly over-exposed.