If you are a business owner focused on growth, there are essential questions to ask executive leaders. As growth in business depends on honest feedback and open communication, these conversations are vital.

By asking these questions, you gain valuable insight that you might not otherwise have. These questions give a more thorough understanding of how your executive leaders feel the company is doing. The answers might also give you a glimpse into how they’re leading.

The ability to motivate their teams and act on crucial issues resides in the relationship between your executives and the business’s core values. Your business will not grow unless everyone is on the same page.

Questions to Ask Executive Leaders About Scheduling

What elements of the timetable for this week are favorable to you and your group? Any victories, big or small, are there?

This is a great place to start since it creates a positive atmosphere for the discussion and enables staff members to rejoice in their victories and achievements. The seemingly unimportant things that are actually rather vital should be highlighted.

Additionally, while you listen to your leaders, pay attention to what they see as successes concerning the company’s objectives. Understanding their attitude toward the company’s objective is passed on to their team members.

Questions to Ask Executive Leaders About Challenges

What kinds of challenges are you dealing with that keep you from succeeding? Where are you stuck exactly?

Recognizing the challenges that need to be overcome is the first step toward overcoming them. The fact that everyone occasionally gets stuck must be accepted as normal, and the audience must be reminded that help is always available.

To give your leaders a sense of support, make sure you are coaching them. Together, come up with workable ideas, and take note of any repeating themes that come up in your conversations. In these times of coaching, you are also teaching them how to work with their team members in the same way. It starts from the top.

Questions to Ask Executive Leaders

Ask About Any Support They May Need

What can I do to make it easier for you to succeed?

Employee success is a dynamic and ever-evolving process driven equally by individual success criteria and business KPIs (KPIs).

However, you can help your leaders succeed by permitting them to ask for the things that will advance the cause and create more enthusiastic teams.

Always be prepared to implement any suggestions you make. This holds true for all forms of help, of course, regardless of the necessary level of assistance.

Just as your employees perform better when they get support from the leaders, the leaders thrive on what you give them. Being a proactive business owner is key.

Questions to Ask Executive Leaders About Staff Morale

How are you feeling right now about your job? How do you and the people around you feel?

Let’s assume that you know how well your team is doing. In that situation, you can time particular business projects and changes to put them in the greatest possible positions for success.

When you ask your leaders this question openly and sincerely, they will feel validated and heard, increasing their drive and job satisfaction.

These questions can help you gain valuable insights and criticism and increase your self-awareness. Additionally, they can encourage improved team communication, raising workers’ morale.

Review the Degree of Satisfaction Within Your Executive Ranks

On a scale of 1 to 10, how satisfied are you with this? Why?

Positive thinking precedes success and achievement, not the other way around, according to research in the field of positive psychology.

When leaders are motivated, they lead teams who are happy. Within this environment, everyone can come up with better ideas and prioritize high performance and low employee turnover.

Furthermore, by asking this question, you are letting your leaders know that you value them in ways that go beyond their job-related problems and performance at work.

Remember to Ask About Positive Aspects as Well

Please share with me the highlight of your week, whether it had anything to do with work or not.

You can create a more committed and involved team by expanding your knowledge of direct reports. Conversely, it helps your leaders to adopt the same mindset. This allows them to grow and boost employee retention. Studies have shown that when workers feel as though their manager knows them and is aware of the personal objectives they have set for themselves.

Turning the tables and asking yourself this leadership question can help you make the most of this chance to connect deeply with others and discover points of commonality.

Be Receptive to Change-Related Thoughts

What is one aspect of our organization’s product or service that you would alter if you had the chance, and why?

The best sources of innovation are those who already work for you because they have firsthand knowledge of your goods and services and a distinctive point of view. There is a reason why you trust these leaders. They are your second in command.

They are the best source of innovation as a result. This question invites executive leaders to share their suggestions for change. Be ready for the answers you get, no matter how big or small they may be.

It’s Important to Be Realistic

What one aspect of how the business is run would you change if you were the owner?

In contrast to the last question, which sought to inspire ideas and innovation among employees, this one aims to shed light on the human side of your business.

You may have leaders and future executives working for you if you successfully bring on new hires and retain your current workforce.

Therefore, by encouraging a leadership mindset by posing this leadership question, you are creating a pathway to discover some potent concepts that can support the company’s ongoing success.

By placing everyone in charge of making decisions for the business for a brief period of time, this question also fosters a sense of empowerment and ownership of the organization.

Questions to Ask Executive Leaders About Teamwork and Compatibility

Which team members’ most noteworthy recent contributions come to mind?

Instead of requesting remarks on a particular employee’s performance, asking this question in an open-ended way encourages leaders to positively recognize their team members.

By doing this frequently, you’ll normalize the practice of taking note of and highlighting the positive aspects of the team, both individually and collectively. You may also use the answers to this question to determine the most crucial qualities to search for in a new hire by using the information supplied in the replies.

It’s Important to Ask Your Leaders for Feedback About Your Leadership Skills

What can I do to strengthen my leadership skills?

Asking this question is one of the most effective ways to show others how to seek and welcome constructive criticism. And while it could be difficult to ask questions at first, it will get much easier with practice, and the outcomes will be quite helpful.

Your leader’s core leadership principles will become clearer to you, and you’ll be able to assess whether or not they coincide with the company’s overall ideals.

How Can You Motivate Your Leaders?

To motivate your leaders, you have to be a good leader. The best way to do this is by example. If you expect your leaders to do something, you must be willing to do it yourself. When they see your sacrifice and passion for the company, they will stir the same feelings.

When contemplating your questions to ask executive leaders, consider what answers you’re expecting. Are you able to lower those expectations and hear what your leaders have to say? It might be that what you hear will surprise you. Whether it is a good surprise or bad, if you need to make changes, are you willing?

Asking these types of open-ended questions is essential for growth, but you also need to be ready to put change into motion if the answers require it.


By asking the appropriate questions, you may learn a lot about how your organization functions on the inside. Without removing the covers and encouraging this kind of honest conversation, we frequently are unable to perceive what is really going on.

Ask your executive leaders to include these questions on the agenda for their one-on-one meetings. Make sure they are able to ask questions in a way that fosters feedback and that they get the reasons behind the inquiries.

Additionally, giving your team a forum to communicate any problems they might be having fosters a sense of loyalty and belonging. This will raise morale and lower turnover as a result. You can encourage a leadership council to meet monthly to assess their needs and ideas. The more involved your leadership is with the overall values of your business, the more that will translate to their team. By creating strong leaders, you will also have a strong group of ground-level employees.