CadetX
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Stripe•Artificial IntelligenceGraduateOn-site

AI Engineer

ChicagoCompetitive • Active Opening
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Verified opening from Stripe's official portal

Role Description & Responsibilities

Artificial Intelligence

About Stripe

Stripe is a high-growth technology leader building scalable solutions for global users. Millions of companies and teams rely on their infrastructure and services to execute high-value workflows, analyze massive datasets, and scale modern operations.

CadetX Candidate Advantage: As an applicant for this Artificial Intelligence role, you are evaluated on practical proficiency with real-world query execution, data pipelines, and clear stakeholder communication.

CadetX Role Brief & Company Specifications

Role Mission & Impact

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.

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.

Key Responsibilities & Day-to-Day Scope

  • ✓ 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
  • ✓ 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

Official Qualifications & Technical Requirements

  • • 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
  • • 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
  • • You want to be close to the business. You're energized by seeing your work directly impact how a sales team wins a deal or how a customer succeeds.
  • • You're a pragmatic builder. You ship working solutions quickly, iterate based on real usage, and know when "good enough now" beats "perfect later." You'd rather show a working prototype today than present a roadmap deck next quarter.
  • • You're a software engineer by practice. You can architect systems, debug production issues, write clean code, and reason about tradeoffs. AI is a tool in your belt, not a substitute for engineering judgment.
  • • You're a pattern recognizer. When you build something that works for one person, you immediately see how it generalizes. You think in reusable systems, not one-off scripts.
  • • You thrive without a traditional product team structure. No PRDs landing in your lap, no dedicated PM, no sprint ceremonies. You identify the highest-leverage problem, scope the work, and ship it. You're comfortable trading on-call rotations and rigid processes for autonomy and impact.
  • • You're a strong communicator. You can partner with SAs who are domain experts, understand their workflows deeply enough to build great tools, and explain your technical choices to leadership.

Preferred Skills & Technology Stack

  • + Experience fine-tuning small language models (LoRA, QLoRA) on domain-specific datasets.
  • + Exposure to cloud platforms (AWS, GCP, Azure) and container deployment (Docker).
  • + Active portfolio of deployed AI applications or hackathon projects.

Tech Stack & Tools in this role

Expected technical competencies for Day 1 productivity:

Generative AI & LLMsPrompt EngineeringLangChain & Vector DBsFastAPI Data APIs

★ Life & Culture at Stripe

Verified Employer

Stripe champions rigorous analytical discipline, continuous learning, and low-ego teamwork. Team members enjoy flexible hybrid allowances, learning stipends, and structured mentorship to fast-track career mobility.