20 Questions

Questions to Ask When Networking with Senior Leaders

Strategic questions to ask senior leaders during networking events, helping you build meaningful connections and demonstrate your professional interest.

1

What trends do you see emerging in your industry?

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Why this works

Shows interest in their expertise while revealing valuable insights about industry developments and future opportunities.

2

What's the most important lesson you've learned in your career?

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Why this works

Reveals their wisdom and provides valuable insights that can help guide your own professional development.

3

How do you stay current with developments in your field?

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Why this works

Demonstrates interest in their professional development while revealing their approach to continuous learning.

4

What's the biggest challenge facing your industry today?

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Why this works

Shows awareness of current issues while revealing their perspective on industry challenges and opportunities.

5

What advice would you give to someone starting in your field?

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Why this works

Provides valuable guidance while showing respect for their experience and wisdom in guiding others.

6

How do you approach decision-making in your role?

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Why this works

Reveals their thought processes and provides valuable insights into their approach to complex professional decisions.

7

What's something about your work that most people don't understand?

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Why this works

Reveals misconceptions about their field while providing insight into the reality of their work beyond common assumptions.

8

How do you handle the pressure of high-stakes decisions?

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Why this works

Shows interest in their resilience while providing valuable insights into their approach to stressful situations.

9

What's your approach to building and leading teams?

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Why this works

Reveals their leadership philosophy while providing valuable insights into their approach to team development.

10

What's something you're currently working on that excites you?

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Why this works

Shows interest in their current projects while revealing their ongoing passion and engagement with their work.

11

How do you balance your professional and personal life?

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Why this works

Shows interest in their well-being while providing practical advice for maintaining work-life balance.

12

What's your approach to innovation and trying new approaches?

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Why this works

Reveals their creative process while providing valuable insights into their approach to innovation and change.

13

What's something you've changed your mind about in your career?

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Why this works

Shows their growth and adaptability while providing valuable lessons about being open to new perspectives.

14

How do you approach mentoring and developing others?

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Why this works

Shows interest in their leadership approach while providing valuable insights into their philosophy of developing talent.

15

What's your vision for the future of your industry?

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Why this works

Reveals their forward-thinking perspective while providing valuable insights about where their field is heading.

16

How do you handle failure and setbacks in your career?

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Why this works

Shows interest in their resilience while providing valuable lessons about learning from mistakes and moving forward.

17

What's your approach to building relationships and networking?

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Why this works

Reveals their networking philosophy while providing valuable insights into their approach to professional relationships.

18

What's something you're proud of that might not be obvious to others?

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Why this works

Reveals hidden achievements while providing insight into what they value most in their work.

19

How do you approach giving back or helping others in your field?

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Why this works

Shows interest in their values while providing insight into their approach to making a positive impact.

20

What's something you're looking forward to in the future?

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Why this works

Shows interest in their optimism while providing insight into their goals and aspirations for the future.

Best Practices for Networking with Senior Leaders

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

Best Practices

Show Genuine Interest and Respect

Demonstrate that you value their expertise and experience while showing respect for their time and wisdom.

Listen Actively and Show Engagement

Pay attention to their responses and ask follow-up questions that show you're genuinely engaged with their insights.

Be Professional and Authentic

Maintain a professional demeanor while being genuine in your interest and avoiding overly formal or scripted interactions.

Question Sequences

The Industry Focus

1
What trends do you see emerging in your industry?
2
What's the biggest challenge facing your industry today?
3
What's your vision for the future of your industry?
4
What's something about your work that most people don't understand?

The Leadership Insight

1
What's the most important lesson you've learned in your career?
2
How do you approach decision-making in your role?
3
What's your approach to building and leading teams?
4
How do you approach mentoring and developing others?

Common Pitfalls

Don't Ask Questions You Can Find Online

Avoid asking basic questions that are easily answered by reviewing their LinkedIn profile or company website.

Avoid Overwhelming Them

Don't ask too many questions at once or make the conversation feel like an interview. Give them space to share naturally.

Don't Focus Only on What You Can Get

Show genuine interest in their experiences and insights, not just what you can gain from the relationship.

Networking Templates

The Industry Explorer

1
Step 1: Start with: "What trends do you see emerging in your industry?"
2
Step 2: Follow with: "What's the biggest challenge facing your industry today?"
3
Step 3: Explore with: "What's your vision for the future of your industry?"

The Wisdom Seeker

1
Step 1: Begin with: "What's the most important lesson you've learned in your career?"
2
Step 2: Probe with: "What advice would you give to someone starting in your field?"
3
Step 3: Connect with: "How do you approach mentoring and developing others?"

Further Reading

"Never Eat Alone" by Keith Ferrazzi
"The Networking Survival Guide" by Diane Darling
"Power Networking" by Donna Fisher

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