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AI Risk Management & AI Risk Engineering Consultant
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Toronto, ON · Greater Toronto Area, Canada
- Full-time
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VGS

Sr. Software Engineer - DevEx

Canada

$150,000 - $200,000 a year · Full-time

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Job details

Pay: $150,000 - $200,000 a year
Job type: Full-time
Experience: Engineering Experience: 6+ years of experience delivering and maintaining complex distributed systems within production environments.
Posting language: English
Posted: Nov 4, 2026

Original job description

About VGS

VGS is building the trust infrastructure for a new era of commerce. As commerce becomes agentic, payments are increasing dramatically in volume, speed, and complexity, and the companies driving that shift need a foundation they can fully trust.

That's where VGS comes in. We're the world's leader in payment tokenization, trusted by the most innovative AI and Fortune 500 companies, merchants, banks, and fintechs to power modern payments and agentic commerce. We store more than 9 billion tokens and process more than 10 billion monthly interactions, touching a third of all e-commerce. That scale isn't incidental. It's why leading companies embed our universal token vault and credential management platform directly into their stack, taming the complexity of payment data so they can move faster.

Come build the platform that enables modern payments for the world's largest companies. We're helping businesses unlock new possibilities in an industry that never stops moving. And that takes exceptional people.

Trusted Engineering That Matters

Engineering at VGS

VGS is building the platform powering agentic commerce and global payments infrastructure. VGS Engineering is the pillar that supports that vision. We create a platform that is an indispensable, ubiquitous component of our partners' payments and security infrastructure. We build and operate high-scale, reliable, and resilient systems that manage mission-critical payment data across the globe. We don't just participate in the payments ecosystem; we power it.

Our Environment & Culture

Modern Tooling as Leverage: We value speed and impact. To ensure nothing slows you down, we arm you with a highly consistent modern stack (e.g. AWS, Kubernetes, Java, TypeScript, Python) and world-class AI-augmented SDLC tooling. We strip away the friction so you can focus on the problems that demand creativity and judgment.
Ownership of Outcomes: Scaling global payments infrastructure requires individuals who take personal ownership of outcomes from day one. We look for builders who combine high agency with deep strategic alignment; channeling their urgency and relentless iteration into what matters most.
Mission-Critical Accountability: We power payments infrastructure for global market leaders, making system trust and integrity our core deliverable. We don't treat compliance (PCI, SOC2, ISO27001), security patching, and platform maintenance as administrative overhead - we engineer them with first-class product discipline. In payments infrastructure, reliability is not background work, it’s part of what customers buy.

Learn More: See how our engineering practices drive trust and innovation in our official blog and our reliability practices.

About the Role

We’re building payment infrastructure for a world where AI agents don’t just recommend, search, and summarize. They transact.

The Agentic API is creating the secure backend layer that enables trusted agents to initiate purchases, operate within user-approved mandates, retrieve scoped payment credentials, and complete transactions without exposing raw card data.

As a Senior Software Engineer, you’ll help build a new category of payment infrastructure at the intersection of AI, card networks, cryptography, and secure money movement, developing clean, reliable APIs for the next generation of commerce.

What You’ll Do

Build Agentic Payment Infrastructure: Design and build Python 3.13+ and FastAPI services powering secure, production-critical agentic payment flows.
Define the Core API Platform: Design APIs and domain models for card enrollment, agentic token provisioning, purchase intents, mandates, device attestation, OTP flows, confirmations, and cryptogram retrieval.
Ensure Security, Reliability & Scale: Implement robust practices across security, scalability, availability, performance, and developer experience for sensitive payment and cryptographic workflows.
Implement Deep Observability: Apply consistent patterns for error handling, traceability, structured logging, metrics, and distributed tracing using OpenTelemetry and Prometheus.
Automate Platform Provisioning: Design extensible provisioning workflows using Kubernetes APIs and Custom Resource Definitions.
Set the Quality Bar: Define rigorous unit, integration, acceptance, and end-to-end testing strategies for high-risk payment flows, including canary-safe production validation.
Execute Key Technical Initiatives: Participate in technical design reviews, identify potential risks early, and deliver features reliably to production.
Pioneer AI-Native Engineering: Apply AI-assisted development and agentic workflows across the SDLC to accelerate prototyping, testing, refactoring, investigation, and delivery while maintaining a high quality and security bar.
Partner Across the Ecosystem: Collaborate with Product, Security, Infrastructure, Platform, and external card-network partners to translate evolving requirements into secure, scalable systems.

What You Bring

Engineering Experience: 6+ years of experience delivering and maintaining complex distributed systems within production environments.
AWS & Infrastructure-as-Code: Advanced proficiency in AWS ecosystems leveraging Terraform to build reproducible environments.
Containerization & Orchestration: Strong, hands-on experience with Kubernetes (EKS), Docker, and GitOps workflows (Flux, Argo, GitHub Actions).
Automation & Scripting: Strong coding skills in Python to automate infrastructure and build operational tools.
Observability Expertise: Experience implementing Prometheus, Grafana, or OpenTelemetry at scale.
Security & Networking Foundations: Solid understanding of cloud security, API Gateways, load balancing, and network isolation, viewing security as a fundamental engineering constraint, not an afterthought.

Nice to Have:

Direct experience in fintech, payments, card networks, tokenization, identity, or secure infrastructure.
Experience designing mandate, credential-provisioning, authentication, attestation, or cryptogram-based workflows.
Experience applying AI developer tools or agentic automation to day-to-day engineering workflows.

We're looking for passionate professionals who take pride in their craft and want to help grow a team tackling some of the most critical problems in payments. People who thrive here are curious by nature, unafraid of hard problems, and motivated by the chance to build something that matters at scale.

If you're driven to make a meaningful impact, work at the leading edge of payment technology, and grow your career alongside a team that values ownership, collaboration, and continuous learning, you'll feel right at home at VGS.

\n\n

$150,000 - $200,000 a year

How We Work

At VGS, we embrace a remote-first philosophy because we believe flexibility leads to great work and a healthy work-life balance. That said, if you live within 30 miles of one of our office locations, you'll be on a hybrid schedule with some in-person time, because we know there's real value in coming together.

We're not about being in the office every day. We are about connection, collaboration, and the energy that comes from a great brainstorm, a team lunch, or celebrating a big win in person.

Our Benefits

Financial and retirement

Competitive salary
401 (k) with a 4% match and immediate vesting (applies to US only)
Early equity
Internet Stipend
Learning Stipend
Office set-up stipend (applies to US only)

Health and Wellness

Insurance (medical, dental, and vision)
HSA/FSA Options
Life and disability insurance
Pet insurance

Vacation and time off

Flexible PTO
Paid national holidays
Global parental leave program

Professional Development

Promote from within
Lunch and learns
Team events and summits

Office life and perks

Remote and hybrid opportunities
Flexible working hours
Weekly office lunches
Employee discount platform

Equal Opportunity

We consider all applicants without regard to race, color, national origin, sex, age, religion, sexual orientation, gender identity, veteran status, marital status, physical or mental disability, or other protected classes under all applicable local, state, and federal laws and ordinances (AA/EOE/W/M/Vet/Disabled).

Qualified applicants with arrest and conviction records will be considered for this position in accordance with the San Francisco Fair Chance Ordinance.

Where We're Hiring

We are currently hiring in the following locations: Arizona, California, Colorado, Connecticut, Florida, Idaho, Illinois, Iowa, Michigan, Minnesota, New York, North Carolina, Ohio, Oregon, Pennsylvania, Texas, Utah, Virginia, Washington, Ontario (Canada), Alberta (Canada), and British Columbia (Canada).

VGS-286

A Note on Our Hiring Process

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More about this job

Responsibilities

Design and build secure, production-critical Python services to power agentic payment infrastructure. Collaborate with cross-functional teams to define core API platforms and ensure high standards for security, scalability, and reliability.

Requirements

Requires 6+ years of experience in complex distributed systems and advanced proficiency in AWS and infrastructure-as-code. Strong hands-on experience with Kubernetes, containerization, and Python automation is essential.

Skills

Python
FastAPI
AWS
Kubernetes
Terraform
Docker
GitOps
OpenTelemetry
Prometheus
Distributed systems
API design
Cloud security
Payment infrastructure
Tokenization
Cryptography
Agentic workflows

Benefits

401k with 4% match
Equity
Internet stipend
Learning stipend
Office set-up stipend
Medical insurance
Dental insurance
Vision insurance
HSA/FSA options
Life and disability insurance
Pet insurance
Flexible PTO
Paid national holidays
Global parental leave
Employee discount platform

Visa sponsorship

Not detected in the job text

Keywords

Software Engineering
DevEx
Payment Tokenization
Agentic Commerce
AWS
Kubernetes
Python
FastAPI
Terraform
Docker
GitOps
Flux
Argo
GitHub Actions
OpenTelemetry
Prometheus
Grafana
Distributed Systems
API Gateway
Cloud Security
PCI Compliance
SOC2
ISO27001
Fintech
Cryptography
Infrastructure-as-Code
Observability
Backend Development
Payment Infrastructure
AI-Native Engineering

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