20 Questions

Questions to Ask Chief Investment Officer

Essential questions to help you understand the CIO role, evaluate their investment strategy, and assess their impact on organizational financial performance.

1

What's your investment philosophy and how do you approach portfolio management?

Click to see why this works

Why this works

Reveals investment approach and helps you understand the CIO's core investment philosophy and how they manage portfolios.

2

What are your key investment strategies and how do you allocate assets?

Click to see why this works

Why this works

Shows strategic focus and helps you understand what investment strategies the CIO prioritizes and how they allocate assets.

3

What are your risk management approaches and how do you balance risk and return?

Click to see why this works

Why this works

Reveals risk handling and helps you understand how the CIO approaches risk management and balances risk with return.

4

What are your performance expectations and how do you measure success?

Click to see why this works

Why this works

Shows performance metrics and helps you understand what performance expectations the CIO has and how they measure success.

5

What are your views on market conditions and how do you adapt to changes?

Click to see why this works

Why this works

Reveals market perspective and helps you understand how the CIO views current market conditions and adapts to changes.

6

What are your investment research and analysis processes?

Click to see why this works

Why this works

Shows research approach and helps you understand how the CIO conducts investment research and analysis.

7

What are your views on different asset classes and how do you evaluate them?

Click to see why this works

Why this works

Reveals asset class preferences and helps you understand how the CIO views different asset classes and evaluates investment opportunities.

8

What are your approaches to ESG investing and sustainable finance?

Click to see why this works

Why this works

Shows sustainability focus and helps you understand how the CIO approaches ESG investing and sustainable finance.

9

What are your views on technology and how do you use it in investment decisions?

Click to see why this works

Why this works

Reveals technology focus and helps you understand how the CIO views technology and uses it in investment decision-making.

10

What are your approaches to alternative investments and private markets?

Click to see why this works

Why this works

Shows alternative focus and helps you understand how the CIO approaches alternative investments and private markets.

11

What are your views on international investing and global diversification?

Click to see why this works

Why this works

Reveals global perspective and helps you understand how the CIO views international investing and global diversification.

12

What are your approaches to liquidity management and cash flow optimization?

Click to see why this works

Why this works

Shows liquidity focus and helps you understand how the CIO approaches liquidity management and cash flow optimization.

13

What are your views on inflation and how do you protect against it?

Click to see why this works

Why this works

Reveals inflation protection and helps you understand how the CIO views inflation and protects against its effects.

14

What are your approaches to tax optimization and efficiency?

Click to see why this works

Why this works

Shows tax focus and helps you understand how the CIO approaches tax optimization and investment efficiency.

15

What are your views on market volatility and how do you navigate it?

Click to see why this works

Why this works

Reveals volatility handling and helps you understand how the CIO views market volatility and navigates through it.

16

What are your approaches to due diligence and investment evaluation?

Click to see why this works

Why this works

Shows evaluation process and helps you understand how the CIO approaches due diligence and investment evaluation.

17

What are your views on active versus passive investing strategies?

Click to see why this works

Why this works

Reveals strategy preferences and helps you understand how the CIO views active versus passive investing strategies.

18

What are your approaches to portfolio rebalancing and optimization?

Click to see why this works

Why this works

Shows portfolio management and helps you understand how the CIO approaches portfolio rebalancing and optimization.

19

What are your views on market timing and tactical asset allocation?

Click to see why this works

Why this works

Reveals timing approach and helps you understand how the CIO views market timing and tactical asset allocation.

20

What are your long-term investment goals and how do you plan to achieve them?

Click to see why this works

Why this works

Shows future focus and helps you understand what the CIO's long-term investment goals are and how they plan to achieve them.

Best Practices for CIO Evaluation

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

Best Practices

Focus on Investment Strategy

Ask questions that help you understand the CIO's investment philosophy, strategies, and approach to portfolio management.

Assess Risk Management

Ask about risk management approaches, how they balance risk and return, and their strategies for protecting against market volatility.

Evaluate Performance and Results

Ask about performance expectations, measurement methods, and track record to understand what results you can expect.

Question Sequences

The Investment Strategy Sequence

1
What's your investment philosophy and how do you approach portfolio management?
2
What are your key investment strategies and how do you allocate assets?
3
What are your risk management approaches and how do you balance risk and return?
4
What are your performance expectations and how do you measure success?

The Market and Risk Management Sequence

1
What are your views on market conditions and how do you adapt to changes?
2
What are your approaches to alternative investments and private markets?
3
What are your views on market volatility and how do you navigate it?
4
What are your approaches to portfolio rebalancing and optimization?

Common Pitfalls

Don't Focus Only on Past Performance

While past performance matters, focus on investment philosophy, risk management, and how they adapt to changing market conditions.

Don't Ignore the Risk Management Questions

Ask about risk management approaches and how they protect against market volatility. Risk management is crucial for long-term success.

Don't Skip the Strategy Questions

Ask about investment strategies and how they allocate assets. Understanding their approach is crucial for evaluating their suitability.

Conversation Templates

The Investment Strategy Template

1
Step 1: Start with: "What's your investment philosophy and how do you approach portfolio management?"
2
Step 2: Follow with: "What are your key investment strategies and how do you allocate assets?"
3
Step 3: Deepen with: "What are your risk management approaches and how do you balance risk and return?"
4
Step 4: Connect with: "What are your performance expectations and how do you measure success?"

The Market and Risk Management Template

1
Step 1: Begin with: "What are your views on market conditions and how do you adapt to changes?"
2
Step 2: Explore with: "What are your approaches to alternative investments and private markets?"
3
Step 3: Understand with: "What are your views on market volatility and how do you navigate it?"
4
Step 4: Learn with: "What are your approaches to portfolio rebalancing and optimization?"

Further Reading

"CIO Leadership Guide" by investment professionals
"Portfolio Management" by investment experts
"Risk Management" by financial risk specialists
"Investment Strategy" by financial advisors

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation