AI Engineer

Stripe•Chicago, IL

About The Position

The Solutions Architecture (SA) organization helps Stripe's most strategic customers design and validate technical solutions that drive their business forward. Within SA, our team builds the tools, workflows, and custom technical assets that make the broader SA org more effective—turning individual ingenuity into org-wide capability. We are looking for AI Engineers who are energized by working close to the business and the users we serve. You'll operate as an embedded, high-context engineer focused on the highest-leverage opportunities across the SA org—building production-quality tooling, supporting our most strategic engagements, and shipping automation that meaningfully improves how Solutions Architects work every day.

Requirements

4+ years of experience as an engineer shipping production systems
Strong backend engineering fundamentals: you can debug a failing system, trace issues across services, and reason about data flows
Experience building and deploying AI agents, LLM-powered tools, or workflow automation beyond basic prompt engineering
Experience scoping and delivering work with minimal oversight in a fast-moving, cross-functional environment
Proficiency in at least two of: Ruby, Node.js, Python, or Next.js
Familiarity with cloud infrastructure (AWS, GCP) including deployment, monitoring, and basic DevOps
Experience building internal tools, developer platforms, or workflow automation
Demonstrated ability to work across multiple codebases and technology stacks simultaneously
Hands-on experience using AI/LLM tools in your engineering workflow—you're fluent with AI-assisted development but not dependent on it; you can reason through problems and debug without AI as a crutch
Strong written and verbal communication skills; you can translate technical decisions for non-technical stakeholders and navigate cross-functional collaboration naturally
Comfort with ambiguity—you can take a loosely-defined business problem, scope the engineering work, and ship iteratively without waiting for a perfect spec

Nice To Haves

Experience designing systems that non-engineers can build on top of or extend themselves (e.g., platforms, low-code frameworks, template systems)
Experience in a Solutions Engineering, Sales Engineering, or GTM Engineering role—or a product engineering role where you worked closely with customers or go-to-market teams
Familiarity with Stripe's products, APIs, or the payments/fintech domain
Experience integrating with third-party platforms (Salesforce, Gong, etc.)
Track record of building tools or systems that were adopted beyond your immediate team
Background in consulting, professional services, or other roles that blend technical depth with business context

Responsibilities

Collaborate with Solutions Architects, SA leadership, Product, and Engineering to scope technical work and translate ambiguous business needs into well-defined deliverables
Evaluate and integrate AI capabilities (LLMs, agents, workflow automation) where they provide genuine leverage—not for novelty, but for measurable productivity improvement
Architect and build internal tools, agents, and automated workflows that accelerate SA and manager productivity across technical discovery, solution design, demoing, user engagements, territory/pipeline management, and product interlock
Take high-potential tools and workflows built by SAs and managers and harden them into scalable, maintainable, production-grade solutions
Identify patterns across SA workflows and proactively build solutions that address recurring friction
Build custom demo environments, PoC applications, and technical assets for Stripe's most strategic customer engagements
Document tools, architectures, and usage patterns so others can adopt and extend what you've built
Debug, extend, and maintain backend systems across a variety of codebases and infrastructure

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