20 Questions

Questions to Ask a Headhunter

Strategic questions to ask a headhunter to understand their services, learn about job opportunities, and maximize your chances of finding the right position.

1

What types of positions do you typically work with and what industries do you specialize in?

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Why this works

Helps you understand their expertise and whether they work with roles and industries that match your background and interests.

2

What's your approach to matching candidates with the right opportunities?

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Why this works

Reveals their methodology for candidate placement and helps you understand how they evaluate fit and compatibility.

3

What are the most important qualities you look for in candidates?

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Why this works

Shows what they value most in candidates and helps you understand how to position yourself as a strong fit.

4

How do you typically work with candidates throughout the placement process?

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Why this works

Helps you understand their process and what support and guidance they provide during your job search.

5

What are the biggest challenges facing job seekers in your industry right now?

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Why this works

Shows you understand the market context and demonstrates your interest in the broader challenges and opportunities.

6

What advice do you have for someone looking to advance in their career?

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Why this works

Provides valuable career guidance and helps you understand what it takes to succeed in your field.

7

How do you stay current with market trends and salary information?

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Why this works

Shows their commitment to staying informed and helps you understand how they provide market insights.

8

What are the most common mistakes candidates make during the interview process?

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Why this works

Shows you're proactive about success and gives you valuable insights into what to avoid during interviews.

9

How do you approach salary negotiations and what advice do you have?

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Why this works

Shows their approach to compensation discussions and gives you insights into how to handle salary negotiations.

10

What are the most important trends in your industry that I should be aware of?

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Why this works

Demonstrates your interest in staying current with industry developments and shows you're thinking about the future.

11

How do you handle confidentiality and protect candidate information?

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Why this works

Shows their commitment to privacy and helps you understand how they protect your personal and professional information.

12

What are the most rewarding aspects of working as a headhunter?

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Why this works

Gets personal insights about job satisfaction and helps you understand what makes their work fulfilling.

13

How do you approach working with different types of companies and cultures?

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Why this works

Shows their adaptability and helps you understand how they match candidates with different organizational cultures.

14

What are the most important skills for success in your industry?

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Why this works

Helps you understand what abilities are most valuable in your field and what to focus on developing.

15

How do you handle rejections or when a placement doesn't work out?

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Why this works

Shows their resilience and gives you insights into how to handle setbacks in your job search.

16

What are the opportunities for career advancement in your industry?

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Why this works

Helps you understand career progression options and whether there are areas of your field that interest you.

17

How do you approach working with candidates who are currently employed?

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Why this works

Shows their understanding of the challenges of job searching while employed and how they handle sensitive situations.

18

What are the most important qualities for success in your industry?

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Why this works

Reveals the personal characteristics needed for success and helps you assess if you have what it takes.

19

How do you approach working with candidates who are looking to change industries?

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Why this works

Shows their approach to career transitions and helps you understand how to navigate industry changes.

20

What's the most important thing you've learned about successful job searches?

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Why this works

Gets personal insights about what matters most for success and helps you understand their expertise.

Working Effectively with Headhunters

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

Best Practices

Be Honest and Transparent

Provide accurate information about your background, experience, and career goals. Honesty helps them find the best matches for you.

Ask Thoughtful Questions

Ask questions that show genuine interest and help you understand their services and approach better.

Listen and Take Notes

Pay attention to their answers and take notes so you can remember important details later.

Question Sequences

The Service Understanding Sequence

1
Start with: 'What types of positions do you typically work with and what industries do you specialize in?'
2
Follow with: 'What's your approach to matching candidates with the right opportunities?'
3
Conclude with: 'How do you typically work with candidates throughout the placement process?'

The Career Development Sequence

1
Begin with: 'What advice do you have for someone looking to advance in their career?'
2
Continue with: 'What are the most important skills for success in your industry?'
3
Finish with: 'What are the opportunities for career advancement in your industry?'

Common Pitfalls

Don't Ask About Personal Information

Avoid asking about their personal life or financial details. Focus on their professional services and expertise.

Avoid Generic Questions

Make your questions specific to their services and your career goals rather than asking generic questions about job searching.

Don't Ignore Their Advice

If they give you specific advice or recommendations, take it seriously and follow up on their suggestions.

Conversation Templates

The Service Understanding Template

1
Step 1: Understand their focus: 'What types of positions do you typically work with and what industries do you specialize in?'
2
Step 2: Learn their approach: 'What's your approach to matching candidates with the right opportunities?'
3
Step 3: Explore their process: 'How do you typically work with candidates throughout the placement process?'

The Career Development Template

1
Step 1: Get career advice: 'What advice do you have for someone looking to advance in their career?'
2
Step 2: Learn required skills: 'What are the most important skills for success in your industry?'
3
Step 3: Explore opportunities: 'What are the opportunities for career advancement in your industry?'

Further Reading

"The 2-Hour Job Search" by Steve Dalton
"What Color Is Your Parachute?" by Richard N. Bolles
LinkedIn career development resources

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