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Added 45 mins ago
System Administrator
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Full-time
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Stripe

AI Engineer

Toronto, ON, Canada

Pay: The annual US base salary range for this role is $126,600 - $189,800.
Job type: Full-time
Apply by: Oct 8, 2026
Experience: 4+ years of experience as an engineer shipping production systems
Posting language: English
Posted: Sep 8, 2026

Apply About employer

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Original job description

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

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.

What You'll Do

As an AI Engineer, you'll be embedded directly with the Solutions Architecture team - building alongside them, deeply understanding their workflows, and shipping tools and automation that permanently change how they operate. Your measure of success is SA productivity: the engagements you've accelerated, the workflows you've transformed, and the tools you've built that the org adopts as default.

You'll ship code daily. You'll discover where SAs lose time and build high-impact solutions. You'll take what works for one person and scale it to work for the org. And when our most strategic customer engagements need custom technical assets, you'll build those too.

This is a role for someone who wants to work at the intersection of engineering and business impact - close to customers, close to revenue, and building for people you can see using your work every day.

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

Minimum 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

Preferred Qualifications

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

Who You Are

Beyond the technical requirements, we're looking for a specific kind of engineer:

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.

In-office expectations

Office-assigned Stripes in most of our locations are currently expected to spend at least 50% of the time in a given month in their local office or with users. This expectation may vary depending on role, team and location. For example, Stripes in Stripe Delivery Center roles in Mexico City, Mexico, Bengaluru, India, and Dublin, Ireland work 100% from the office. Also, some teams have greater in-office attendance requirements, to appropriately support our users and workflows, which the hiring manager will discuss. This approach helps strike a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility when possible.

Pay and benefits

The annual US base salary range for this role is $126,600 - $189,800. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.

Additional benefits for this role may include: equity, company bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends.

We look forward to hearing from you.

At Stripe, we're looking for people with passion, grit, and integrity. You're encouraged to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out - and set you apart - especially if your career has taken some extraordinary twists and turns. At Stripe, we welcome diverse perspectives and people who think rigorously and aren't afraid to challenge assumptions. Join us.

Apply now

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More about this job

Responsibilities

Build and maintain AI-powered internal tools, agents, and automated workflows that improve Solutions Architecture productivity, and turn successful individual tools into scalable, production-grade solutions. Partner with Solutions Architects and cross-functional teams to identify workflow friction, deliver custom technical assets for strategic customer engagements, and document solutions for broader adoption.

Requirements

Requires at least four years of experience shipping production systems, strong backend engineering fundamentals, and hands-on experience building and deploying AI agents, LLM-powered tools, or workflow automation. Candidates should be proficient in at least two of Ruby, Node.js, Python, or Next.js, have cloud infrastructure experience, and be able to deliver independently across multiple codebases while communicating effectively with technical and non-technical stakeholders.

Skills

Backend Engineering
AI Agents
Large Language Models
Workflow Automation
Ruby
Node.js
Python
Next.js
AWS
Google Cloud Platform
Cloud Deployment
Monitoring
DevOps
Internal Tool Development
System Debugging
Cross-Functional Collaboration

Benefits

Equity
Company Bonus
Sales Commissions Or Bonuses
401(k) Plan
Medical Benefits
Dental Benefits
Vision Benefits
Wellness Stipends

Visa sponsorship

Not detected in the job text

Keywords

Solutions Architecture
Artificial Intelligence
AI Agents
Large Language Models
Workflow Automation
Backend Engineering
Ruby
Node.js
Python
Next.js
AWS
Google Cloud Platform
Cloud Infrastructure
DevOps
Internal Tools
Developer Platforms
Production Systems
Technical Discovery
Solution Design
Demo Environments
Proof Of Concept Applications
Salesforce
Gong
Stripe APIs
Payments
Fintech
Customer Engagement
Territory Management
Pipeline Management
Cross-Functional Collaboration

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