AI Engineer

Stripe•Chicago, IL

About The Position

Stripe is seeking AI Engineers to work within the Solutions Architecture organization, which helps strategic customers design and validate technical solutions. The team builds tools, workflows, and custom technical assets that make the broader Solutions Architecture organization more effective. This role is embedded with Solutions Architects, working closely with users to understand their workflows and deliver production-quality tools and automation that improve productivity. The AI Engineer identifies high-leverage opportunities, ships code regularly, and turns successful individual tools into scalable solutions adopted across the organization. The work includes building AI-enabled tools and automated workflows, maintaining backend systems, and creating custom demos, proof-of-concept applications, and other technical assets for strategic customer engagements. Success is measured by improvements to Solutions Architecture productivity, including faster engagements, transformed workflows, and broad adoption of the tools built.

Requirements

  • At least 4 years of experience as an engineer shipping production systems.
  • Strong backend engineering fundamentals, including debugging failing systems, tracing issues across services, and reasoning 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 such as AWS or 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 an engineering workflow, with the ability to reason through problems and debug independently.
  • Strong written and verbal communication skills, including the ability to explain technical decisions to non-technical stakeholders and collaborate cross-functionally.
  • Comfort working with ambiguity, scoping loosely defined business problems, and shipping iteratively without a complete specification.
  • Ability to work autonomously, identify high-leverage problems, and communicate technical choices to leadership.

Nice To Haves

  • Experience designing systems that non-engineers can build on or extend, such as platforms, low-code frameworks, or template systems.
  • Experience in Solutions Engineering, Sales Engineering, or GTM Engineering, or in a product engineering role working closely with customers or go-to-market teams.
  • Familiarity with Stripe products, APIs, or the payments and fintech domain.
  • Experience integrating with third-party platforms such as Salesforce or Gong.
  • A track record of building tools or systems adopted beyond the immediate team.
  • Background in consulting, professional services, or other roles combining 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, including LLMs, agents, and workflow automation, where they provide measurable productivity improvements.
  • Architect and build internal tools, agents, and automated workflows to accelerate SA and manager productivity across technical discovery, solution design, demos, customer engagements, territory and pipeline management, and product interlock.
  • Harden promising tools and workflows built by SAs and managers into scalable, maintainable, production-grade solutions.
  • Identify recurring patterns in SA workflows and proactively build solutions to address friction.
  • Build custom demo environments, proof-of-concept applications, and technical assets for strategic customer engagements.
  • Document tools, architectures, and usage patterns so others can adopt and extend them.
  • Debug, extend, and maintain backend systems across varied codebases and infrastructure.
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