Jobs › Stripe

Customer Success Manager, Enterprise

Stripe · Chicago, IL · 1340 Customer Success Management

Posted Sep 25, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about an account you saved from churning. What was the warning sign and what did you do?

What they are checking: Whether they spot risk early and act proactively rather than react at renewal.

How do you decide which customers in your book get the most of your time?

What they are checking: Whether they prioritize by risk and opportunity rather than by who is easiest to talk to.

Describe a workshop or training you led that changed how a customer used a product.

What they are checking: Whether they can teach and drive adoption, which the posting names as core work.

Tell me about a time you found an issue on a customer's account before they noticed it.

What they are checking: Whether they are detail-oriented and curious enough to catch problems early.

What would you do

A customer's dispute rate jumps suddenly. How do you investigate and what do you tell them?

What they are checking: Whether they dig into root causes with care and communicate calmly during a risk issue.

How do you split responsibilities with the account executive and technical account manager on the same customer?

What they are checking: Whether they can work in a team model without confusing the customer or duplicating work.

A customer wants a feature Stripe doesn't have. How do you handle it?

What they are checking: Whether they manage expectations honestly and route useful feedback to product teams.

About the work

Walk me through how you'd prepare a business review for an enterprise customer processing large payment volume on Stripe.

What they are checking: Whether they can turn payment data into insights that a customer's leadership finds useful.

How would you explain authorization rates to a customer, and what levers could improve them?

What they are checking: Whether they understand payments well enough to give real optimization advice.

How do you set up for a renewal conversation so it isn't a surprise to anyone?

What they are checking: Whether they build toward renewals over months instead of scrambling at the end.

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The full job description

As published by Stripe.

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team Stripe's Customer Success Managers (CSM) oversee the post-sales lifecycle for Stripe users, ensuring they realize the maximum value of their investment. This partnership drives user success, increases retention and expansion, and supports mutually beneficial renewal outcomes. Few roles provide such a direct impact on the growth of the company. What you'll do We are looking for a motivated and curious professional to manage a book of enterprise customers. The CSM will deliver proactive workshops, business reviews, payments insights, and thought leadership to help users grow their business. The ideal candidate is detail-oriented and meticulous, and enjoys engaging customers to investigate issues and deliver insights. This role involves working closely with sales, technical account managers, and operations teams to engage customers in product, payment, and technical conversations. Responsibilities • Partner closely with account executives and technical account managers to support post-sale engagements focused on the optimization, retention, and growth of Stripe's enterprise customers • Manage a book of customers to drive overall account health including performance, product adoption, usage velocity, account renewals and growth, referrals, and customer satisfaction • Serve as a trusted payments and product advisor to managed customers by delivering payment performance and industry insights • Perform business reviews to align on user priorities, review payments performance metrics, share Stripe product roadmap, and provide guidance on how to optimize the value from Stripe • Advocate for the customer to internal stakeholders. Share customer feedback and insights to Product Management, Engineering, Support, Marketing, and Sales on the innovation and improvement needed to optimize the Stripe user experience • In coordination with an account team, support book expansion—identifying and surfacing opportunities to ensure customers are successful Who you are We're looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement. Minimum requirements • 6+ years of experience in a client-facing role in Enterprise relationship management, partnering with large, global, and complex organizations, working with a technical product • Track record of leading technical conversations and persuading others to take action based on requirements and value provided by solutions • Strong executive presence and presentation skills, particularly for in-person meetings with multiple stakeholders • Proven track record of achieving targets and goals, preferably in a sales setting • Has handled difficult customers or situations and can demonstrate resolutions • The motivation and flexibility to work well in a high-growth environment where things change quickly Preferred Qualifications • History of success as a consultant, pre-sales, technical account management, or equivalent • Strong business sense and understanding of underlying drivers and strategy of our user's businesses • Track record of managing large, complex projects and programs • Prior experience in a Payments or FinTech environment 

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