Jobs › Stripe

Manager, Customer Success Enterprise

Stripe · Chicago, IL · 1340 Customer Success Management

Posted Oct 1, 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 a time you turned around an at-risk enterprise relationship.

What they are checking: Hands-on ability to rebuild trust with executives when a large account is in trouble.

Tell me about the best CSM you've developed. What did you do to help them grow?

What they are checking: Their coaching approach and whether they invest deliberately in people.

Describe a time you made a decision in a fast-growing company that you later had to reverse.

What they are checking: Self-awareness and willingness to change course in a high-growth environment.

What would you do

Your team has more strategic accounts than it can deeply cover. How do you decide where to focus?

What they are checking: Prioritization by risk and opportunity rather than by who asks loudest.

A customer wants a product feature Stripe isn't building. How do you and your CSM handle that conversation?

What they are checking: Honesty with customers and skill at channeling feedback to product without making promises.

What would you do in your first 60 days leading this team?

What they are checking: Whether they listen and learn the book before changing things, while still moving with purpose.

How do you know if your team is burning out, and what do you do about it?

What they are checking: Care for sustainable performance on a team with ambitious targets.

About the work

How would you set targets for a team of enterprise CSMs whose accounts vary widely in size and maturity?

What they are checking: Fairness and realism in goal setting when one account can outweigh many others.

How do you coach CSMs to find expansion opportunities without becoming salespeople the customer stops trusting?

What they are checking: Whether they see growth as a result of delivering value, keeping the trusted-advisor role intact.

How do you partner with account executives so success and sales aren't working against each other?

What they are checking: Clear roles and shared account plans, which prevent friction on large accounts.

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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 Our users are the heart of our business. Stripe’s Global Customer Success Team is responsible for managing our largest and most strategic relationships, such as Doordash, Lyft, and Shopify. In this manager role you’ll be responsible for a high-performing team of Customer Success Managers. You’ll lead and coach the team, helping them deliver on ambitious targets, roll up your sleeves to work directly with executives at existing enterprise Stripe customers and partner cross functionally to help users execute their business priorities. We are looking for a hands-on, visionary leader who has demonstrated success dealing with ambiguity, operating in a high-growth environment, and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology Customer Success team, superior communication skills, and a track record for building trusted relationships with senior stakeholders and understanding unique customer needs. What you’ll do We are seeking a Manager to lead a team of high-performing Customer Success Managers to build and grow the relationships with our most complex users. You will: • Recruit, develop, and lead a team of Customer Success Managers supporting strategic, relationship-based accounts. • Help drive an engagement model focused on building durable user relationships, increasing adoption, delivering value • Develop both the vision and strategy for the team, driving progress toward customer health, renewal and growth metrics  • Be accountable for identifying risks and opportunities early, and helping the team build and work through mitigation plans. • Coach, mentor, and guide the team in developing consultative customer success and sales skills • Effectively work cross-functionally across the organization to shape Stripe’s solutions to meet client needs • Build strong operating rhythms for the team, including account planning, health reviews, renewal forecasting and business reviews. • Inspire, motivate, and enable the team by setting clear expectations, providing direct feedback and supporting their individual development and career growth.  We’re looking for someone who has: • 12+ years of customer-facing experience in customer success, account management, or sales with 5 years of people management experience • Payments or Fintech experience and/or experience in a complex SaaS consumption environment  • Experience leading sales or account management in a high-growth technology environment • Ability to hire, train, and coach a high-performing user-facing team • Ability to support the Customer Success Managers’ efforts through strategic advice on account strategies, and serving as executive sponsor with key relationships • Ability to operate in a high-growth environment and work through ambiguity to solve complex customer and business problems • Demonstrated passion for Stripe’s mission, and helping users succeed Nice to haves: • Prior experience at a high-growth stage Internet/software company

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