20 Questions

Good Questions to Ask Investment Bankers

Navigate high-stakes financial conversations with strategic questions that reveal market insights, career paths, and industry expertise while building professional relationships.

1

What's the most significant market trend you're watching right now?

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Why this works

Shows you're current with market dynamics and reveals their analytical priorities and areas of expertise.

2

How do you approach risk assessment for different types of clients?

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Why this works

Demonstrates understanding of their core function while revealing their methodology and client segmentation approach.

3

What's the biggest challenge facing investment banking today?

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Why this works

Shows awareness of industry pressures and reveals their perspective on regulatory, technological, or market challenges.

4

How has technology changed the way you work with clients?

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Why this works

Explores the impact of fintech and digital transformation on traditional banking relationships and processes.

5

What qualities do you look for when building your team?

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Why this works

Reveals their leadership philosophy and what skills they value most in the competitive banking environment.

6

How do you stay current with regulatory changes in your field?

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Why this works

Shows understanding of the compliance-heavy nature of banking and their approach to continuous learning.

7

What's the most interesting deal you've worked on recently?

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Why this works

Opens discussion about their actual work while revealing deal complexity and their role in high-value transactions.

8

How do you balance client needs with regulatory requirements?

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Why this works

Explores the tension between business objectives and compliance, revealing their ethical framework and problem-solving approach.

9

What advice would you give someone starting their career in finance?

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Why this works

Shows interest in their mentorship perspective and reveals what they consider most important for career success.

10

How do you differentiate your services from competitors?

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Why this works

Reveals their competitive strategy and what they believe creates value for clients in a crowded market.

11

What's your approach to building long-term client relationships?

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Why this works

Shows understanding that banking is relationship-driven and reveals their client retention and development strategies.

12

How do you handle market volatility when advising clients?

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Why this works

Explores their crisis management skills and how they maintain client confidence during uncertain times.

13

What's the most important skill for success in investment banking?

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Why this works

Reveals their perspective on what drives success in the field and what they value most in their profession.

14

How do you approach ESG considerations in your investment recommendations?

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Why this works

Shows awareness of current industry focus on sustainability and reveals how they integrate these factors into traditional banking.

15

What's the biggest misconception people have about investment banking?

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Why this works

Reveals common misunderstandings about the industry and gives them a chance to clarify their role and responsibilities.

16

How do you measure success in your role?

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Why this works

Shows interest in their performance metrics and reveals what outcomes they prioritize in their work.

17

What's the most rewarding aspect of your work?

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Why this works

Reveals their motivation and passion for the field while showing interest in their personal satisfaction with their career.

18

How do you approach due diligence for potential investments?

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Why this works

Demonstrates understanding of their analytical process while revealing their methodology for evaluating opportunities.

19

What's your perspective on the future of investment banking?

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Why this works

Shows forward-thinking and reveals their predictions about industry evolution and potential disruptions.

20

How do you maintain work-life balance in such a demanding field?

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Why this works

Shows concern for their well-being while revealing their strategies for managing the high-pressure banking environment.

Mastering Financial Conversations

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

Best Practices

Show Market Awareness

Demonstrate knowledge of current market conditions and trends. This positions you as someone worth their time and shows you understand their world.

Ask About Process, Not Just Results

Investment bankers value analytical thinking. Ask about their methodology and approach rather than just outcomes to show you understand their work.

Respect Their Time

Bankers are extremely busy. Ask focused, intelligent questions that show you've done your homework and value their expertise.

Question Sequences

The Market Intelligence Sequence

1
What's the most significant market trend you're watching right now?
2
How do you approach risk assessment for different types of clients?
3
How do you handle market volatility when advising clients?

The Career Development Path

1
What advice would you give someone starting their career in finance?
2
What's the most important skill for success in investment banking?
3
How do you approach building your team?

Common Pitfalls

Don't Ask About Specific Client Information

Never ask about confidential client details or specific deals. Focus on their general approach and methodology instead.

Avoid Overly Basic Questions

Don't ask questions you could easily Google. Show you've done your homework and ask sophisticated, industry-specific questions.

Don't Focus Only on Money

While compensation is part of the industry, don't make it the focus. Ask about their work, challenges, and professional development instead.

Conversation Templates

The Industry Expert Approach

1
Step 1: Start with: "What's the most significant market trend you're watching right now?"
2
Step 2: Follow with: "How has technology changed the way you work with clients?"
3
Step 3: Deepen with: "What's your perspective on the future of investment banking?"

The Professional Development Path

1
Step 1: Begin with: "What's the most important skill for success in investment banking?"
2
Step 2: Explore with: "What advice would you give someone starting their career in finance?"
3
Step 3: Connect with: "How do you approach building your team?"

Further Reading

"Investment Banking: Valuation, LBOs, M&A, and IPOs" by Joshua Rosenbaum
"The Intelligent Investor" by Benjamin Graham
"Liar's Poker" by Michael Lewis

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