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Specialist Solutions Architect, Tax

Stripe · Chicago, IL · Remote available · 1150 Solutions Architecture

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 deal where your technical expertise changed the outcome.

What they are checking: Whether they have real impact on revenue, which the posting ties to this role.

Describe how you've built a relationship with a senior finance or tax leader at a customer.

What they are checking: Whether they can earn the trust of senior business leaders, not only technical staff.

How do you stay current with changing tax rules and the competitive landscape?

What they are checking: Whether they keep their expertise current in a field that changes constantly.

What would you do

A large prospect has a complex ERP and an existing tax engine. How would you approach the technical discovery?

What they are checking: Whether they can uncover integration requirements and risks before promising a solution.

What feedback would you bring to the product team about tax, and how would you make it stick?

What they are checking: Whether they can influence a roadmap with clear evidence from customers.

A customer asks you for advice on whether they owe tax in a particular state. How do you respond?

What they are checking: Whether they know the line between product guidance and giving tax or legal advice.

About the work

Walk me through how sales tax nexus works in the United States after Wayfair, and why it matters to a growing online business.

What they are checking: Whether they have the deep tax domain knowledge a specialist architect is expected to bring.

How would you explain the difference between calculating tax, collecting it and filing it to a customer evaluating Stripe Tax?

What they are checking: Whether they can map a customer's full tax workflow and show where a product fits.

How do VAT and GST rules for digital goods differ from US sales tax?

What they are checking: Whether their tax knowledge extends to international businesses that Stripe serves.

How would you train account executives to spot a good tax opportunity?

What they are checking: Whether they can scale their knowledge across the sales team rather than only on their own deals.

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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 Specialist Solutions Architects (SSA) are domain experts aligned to specific Stripe solutions and customer buying centers. We have in-depth knowledge of specific solution offerings and a deep understanding of customer challenges. We align with specialist product sellers on deals, advise the broader pre-sales team on complex opportunities, support pipeline development and revenue attainment, serve as an advisor on go-to-market sales plays, and provide critical insights to our product and engineering teams. What You'll Do You will collaborate closely with sales and pre-sales teams to drive pipeline and revenue targets, while also educating the product and engineering teams on market trends and strongly influencing the product roadmap. You will develop deep relationships with senior customer business leaders and grow Stripe's solution offerings with new and existing customers. As a subject matter expert, you will scale the broader organization by creating reusable assets and coaching others on complex, high-value opportunities. Responsibilities • Act as a subject matter expert on Stripe Tax to accelerate opportunities • Demonstrate a deep understanding of global indirect taxes—VAT, GST, sales and use tax, mandatory e-invoicing requirements—and how automated compliance solutions help online businesses meet their obligations • Provide solutions and recommendations to B2C, B2B, and platform business models on how to integrate Stripe Tax for end-to-end indirect tax compliance • Conduct deep discovery of customers' current processes and needs to architect solutions that drive key implementation decisions and accelerate deals • Create and share best practices and reusable assets such as reference architectures to enhance the quality and efficiency of the broader sales and pre-sales organizations • Partner closely with the Tax product sales team and actively drive opportunities for Stripe's largest customers, leading Tax solution strategy and owning key customer relationships • Serve as a "Voice of the Customer" to drive product and feature request prioritization • Identify product, industry, implementation, and competitive trends, and provide actionable insights to product stakeholders and sales to influence Stripe's Tax product roadmap • Act as an escalation point to drive complex technical issues to resolution with Stripe's engineering team • Represent the technical health of the business on quarterly sales forecast calls and highlight deal blockers with proposed solutions • Support marketing events including executive briefings, conferences, user groups, and trade shows 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 • 7+ years of experience in a customer-facing technical role such as solutions architect, solutions consultant, or sales engineer for a global software enterprise • 3+ years of accounting, indirect tax, or tax compliance experience within a technical sales organization • Experience working with or implementing a tax automation software solution • Strong knowledge of software engineering and architecture patterns, with the ability to understand how a wide variety of technologies and systems interact • Exceptional communication, presentation, and interpersonal skills, comfortable explaining complex concepts to both technical and non-technical audiences • A passion for learning and staying up to date with indirect tax laws and emerging compliance requirements • A proven ability to build strong collaborative working relationships with business partners • Ability to deal effectively with ambiguity and thrive in an unstructured, fast-moving environment Preferred Qualifications • Deep familiarity with compliance subjects including VAT, GST, B2B invoices, mandatory e-invoicing (Peppol, national mandates), sales and use tax, exemption certificates, and tax IDs • Experience integrating Stripe or other RESTful APIs into web applications • Experience with competing tax automation solutions such as Avalara or Vertex • Pre-sales experience with enterprise customers

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