20 Questions

Questions to Ask VP of Customer Success

Strategic questions to ask when interviewing or working with a VP of Customer Success to understand their approach to customer retention, satisfaction, and business growth.

1

How do you define customer success and what metrics do you use to measure it?

Click to see why this works

Why this works

Understanding their definition helps you learn about their philosophy and how they approach customer success as a business function.

2

What strategies do you use to reduce customer churn and increase retention?

Click to see why this works

Why this works

Learning about their retention strategies helps you understand their approach to keeping customers engaged and satisfied.

3

How do you balance customer satisfaction with business growth objectives?

Click to see why this works

Why this works

Understanding their balance helps you learn how they align customer needs with business goals and revenue targets.

4

What role does data and analytics play in your customer success strategy?

Click to see why this works

Why this works

Learning about their data approach helps you understand how they use insights to improve customer outcomes and business results.

5

How do you handle customer escalations and difficult situations?

Click to see why this works

Why this works

Understanding their escalation process helps you learn how they manage challenging customer situations and maintain relationships.

6

What is your approach to customer onboarding and ensuring successful adoption?

Click to see why this works

Why this works

Learning about their onboarding strategy helps you understand how they set customers up for success from the beginning.

7

How do you work with other departments like sales, product, and support?

Click to see why this works

Why this works

Understanding their cross-functional collaboration helps you learn how they align teams to deliver customer value.

8

What tools and technology do you use to manage customer success?

Click to see why this works

Why this works

Learning about their tech stack helps you understand their operational approach and how they scale customer success efforts.

9

How do you identify expansion and upselling opportunities?

Click to see why this works

Why this works

Understanding their expansion approach helps you learn how they grow customer value while maintaining satisfaction.

10

What is your philosophy on customer feedback and how do you act on it?

Click to see why this works

Why this works

Learning about their feedback process helps you understand how they listen to customers and improve their experience.

11

How do you build and develop your customer success team?

Click to see why this works

Why this works

Understanding their team development helps you learn how they build capabilities and culture within their organization.

12

What are the biggest challenges you face in customer success and how do you address them?

Click to see why this works

Why this works

Learning about their challenges helps you understand the complexities of customer success and how they problem-solve.

13

How do you measure the ROI of customer success initiatives?

Click to see why this works

Why this works

Understanding their ROI approach helps you learn how they demonstrate the business value of customer success efforts.

14

What is your approach to customer health scoring and risk management?

Click to see why this works

Why this works

Learning about their health scoring helps you understand how they identify and address customer risk before it becomes a problem.

15

How do you handle customer success at scale as the business grows?

Click to see why this works

Why this works

Understanding their scaling approach helps you learn how they maintain quality and personalization as they grow.

16

What role does customer success play in product development and roadmap decisions?

Click to see why this works

Why this works

Learning about their product influence helps you understand how they advocate for customer needs in product decisions.

17

How do you create a customer-centric culture throughout the organization?

Click to see why this works

Why this works

Understanding their culture-building helps you learn how they embed customer focus across all teams and functions.

18

What are your thoughts on customer success vs. customer service and how do they work together?

Click to see why this works

Why this works

Learning about their distinction helps you understand how they differentiate and coordinate these related functions.

19

How do you handle customer success in different market segments or customer types?

Click to see why this works

Why this works

Understanding their segmentation approach helps you learn how they tailor success strategies for different customer needs.

20

What trends do you see in customer success and how are you preparing for the future?

Click to see why this works

Why this works

Learning about their future vision helps you understand how they're evolving their approach to meet changing customer expectations.

Understanding Customer Success Leadership

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

Effective Engagement

Focus on Strategy

Ask about their strategic approach and philosophy rather than just tactical details to understand their leadership thinking.

Understand Metrics

Learn about their key performance indicators and how they measure success to understand their priorities and focus areas.

Explore Challenges

Ask about their biggest challenges and how they address them to understand their problem-solving approach and resilience.

Key Discussion Areas

Customer success strategy and philosophy
Retention and churn reduction
Cross-functional collaboration
Team development and culture
Technology and tools
Metrics and ROI measurement
Future trends and evolution

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation