Jobs › Stripe

Account Executive - Enterprise, Growth

Stripe · Chicago, IL · 1175 Enterprise - Account Executives (NA)

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 a cross-sell deal you closed with an existing enterprise customer.

What they are checking: Evidence of growing revenue within existing accounts through new products.

Tell me about a tough commercial negotiation you led to close.

What they are checking: Negotiation experience and the ability to hold value under pressure.

How do you keep many internal and external stakeholders aligned on a long deal?

What they are checking: Whether they can keep many stakeholders informed and aligned through a long enterprise sales cycle without losing momentum.

What would you do

A competitor is pitching your customer on moving part of their volume. What do you do?

What they are checking: Defending share by building value in competitive situations, which the posting names directly.

An enterprise customer wants a price cut at renewal in exchange for a longer term. How do you evaluate it?

What they are checking: Commercial judgment about trading price for commitment and long-term value.

A key customer contact is frustrated with Stripe support. How does that affect your deal strategy?

What they are checking: Whether they fix relationship problems before pushing for expansion.

About the work

How would you build a long-term account plan to expand Stripe inside a large enterprise that already uses it for one business line?

What they are checking: Strategic account planning that finds expansion across business units, products, and regions.

How do you structure a complex enterprise deal with multiple products and pricing tiers?

What they are checking: Deal structuring skill that balances customer value with Stripe's economics.

How do you align product teams with a customer's technical and business requirements?

What they are checking: Ability to translate customer needs into clear asks for internal product teams.

How do you find new revenue streams in an account that seems fully penetrated?

What they are checking: Creativity in uncovering new use cases, geographies, or business units.

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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. What you’ll do As an Account Executive, Existing Business, you’ll be managing existing relationships and identifying new opportunities to expand Stripe’s footprint within existing accounts. Specifically, we’re looking for someone who can execute on long-term sales strategies, engage with internal and external stakeholders, align on technical and business requirements with product teams, build value in competitive situations, lead commercial negotiations, and close deals. Responsibilities • Work with existing Stripe customers to develop and execute long-term sales strategies to expand Stripe’s revenue • Own the full sales cycle, from business case development, to deal structuring and negotiating, to close • Develop account plans and cross sell into your list of strategic customers, driving growth through expansion and new revenue streams  • Drive deal strategy and commercial negotiations for large, complex renewals • Develop relationships with executive stakeholders within your book of business, deeply understanding problems they are solving and helping drive to solutions • Be responsible for account mapping and coordinating effective meetings with the appropriate external stakeholders expanding the customer relationship • Lead and contribute to team projects to develop and refine our sales process and help shape the Stripe sales culture 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 • 13+ years of sales experience, preferably selling a technical product, with a track record of top performance • 10+ years leading complex sales cycles with Enterprise organizations required • Ability to understand technical requirements and craft solutions across multiple products • Ability to develop and execute account plans spanning multiple business units across complex organizations • A knack for working well with a wide range of people, both internally and externally • Strong presentation skills, particularly for in-person meetings with multiple stakeholders • Proven ability to lead complex negotiations involving bespoke commercial agreements • Superior verbal and written communication skills • Ability to operate in a highly ambiguous and fast-paced environment • Strong interest in technology and a deep understanding of the space Hybrid in-office locations include: Chicago, IL Remote Locations Include: Remote - CST (Central Standard Time).

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