20 Questions

Good Questions to Ask CEO During Town Hall

Strategic questions to ask leadership during town halls that demonstrate engagement, gather valuable insights, and advance your career.

1

What keeps you up at night regarding our company's future?

Click to see why this works

Why this works

Reveals CEO's biggest concerns and strategic priorities in candid way.

2

How is our company adapting to [recent industry trend/disruption]?

Click to see why this works

Why this works

Shows awareness of external factors and positions you as strategic thinker.

3

What does success look like for our company in the next 3-5 years?

Click to see why this works

Why this works

Clarifies long-term vision and helps employees understand where they fit.

4

How do you see our company culture evolving as we grow?

Click to see why this works

Why this works

Important question about values and whether culture will be preserved or changed.

5

What skills should employees focus on developing to prepare for our future?

Click to see why this works

Why this works

Practical career development insight straight from top leadership.

6

How does our performance compare to competitors right now?

Click to see why this works

Why this works

Direct question about competitive position that leadership can address publicly.

7

What's the biggest lesson you've learned leading this company?

Click to see why this works

Why this works

Humanizes CEO and provides leadership wisdom applicable to all levels.

8

How are we investing in innovation to stay ahead?

Click to see why this works

Why this works

Shows interest in R&D and future-focused strategy.

9

What feedback from employees has most influenced your decisions?

Click to see why this works

Why this works

Demonstrates that employee voice matters and encourages future feedback.

10

How do you balance short-term financial goals with long-term strategic vision?

Click to see why this works

Why this works

Sophisticated question showing understanding of leadership tensions.

11

What are you most proud of that the company has accomplished recently?

Click to see why this works

Why this works

Positive question that celebrates wins and reveals what leadership values.

12

How can individual contributors better support the company's strategic goals?

Click to see why this works

Why this works

Shows desire to align personal work with company direction.

13

What trends are you watching closely that could impact our business?

Click to see why this works

Why this works

Demonstrates strategic thinking and interest in staying informed.

14

How does leadership plan to improve transparency and communication?

Click to see why this works

Why this works

Addresses common employee concern while being constructive, not accusatory.

15

What's your biggest priority for our team/department this year?

Click to see why this works

Why this works

Gets specific direction relevant to your work area.

16

How do you personally stay connected to what's happening on the front lines?

Click to see why this works

Why this works

Reveals leadership's approach to staying grounded and accessible.

17

What criteria will you use to evaluate if this year was successful?

Click to see why this works

Why this works

Clarifies metrics and priorities so employees know what matters most.

18

How is the company addressing [specific challenge like retention, DEI, remote work]?

Click to see why this works

Why this works

Raises important issue on everyone's mind in professional, solutions-focused way.

19

What advice would you give your younger self starting out in this industry?

Click to see why this works

Why this works

Invites storytelling and career wisdom applicable across organization.

20

How can we better collaborate across departments to achieve our goals?

Click to see why this works

Why this works

Shows systems thinking and interest in breaking down silos.

How to Use These Questions

Expert tips and techniques for getting the most out of these questions.

Guide content not available

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation