OPEN CAREER OPPORTUNITIES
Senior Infrastructure Engineer
Description
Senior Infrastructure Engineer
At Chexy, we're reimagining how Canadians manage their largest expenses—like rent, tuition, and insurance—by transforming them into opportunities to earn rewards, build credit, and gain financial flexibility.
We're the first platform in Canada that lets users pay nearly any bill using their credit card, while unlocking meaningful benefits like cashback, points, and credit-building tools. With $1B+ in annual payment volume and millions of transactions per month, we're not just building software—we're building the infrastructure that moves real money for real people.
About the Role
We're looking for a Senior Infrastructure Engineer to lead our infrastructure scaling efforts as we prepare for significant growth in transaction volume. You'll own critical infrastructure decisions and strengthen our security posture as we grow from processing $1B to $10B+ and beyond.
This role involves designing and implementing the infrastructure foundation for Canada's next generation of financial services—systems that are compliant, secure, scalable, and built to handle high-stakes financial transactions.
What You'll Be Doing
- Design and implement infrastructure to support rapid growth in transaction volume while maintaining high reliability and performance
- Architect and maintain PCI DSS 4.0 and SOC 2 Type II compliant infrastructure across all production systems
- Own and optimize our Google Cloud Platform infrastructure including Cloud Run, Cloud SQL, Pub/Sub, Cloud Deploy, BigQuery, and KMS
- Manage and evolve our Terraform codebase for infrastructure provisioning and configuration management
- Build and maintain observability systems using Datadog for application performance monitoring, infrastructure monitoring, and alerting
- Lead security initiatives including encryption strategies, secret management, network security, audit trails, and compliance automation
- Optimize infrastructure for performance, reliability, and cost efficiency at scale
- Collaborate with backend engineers to deploy, monitor, and optimize the handling of Chexy's payment processing systems
- Establish infrastructure best practices and mentor engineers on DevOps and cloud architecture
Who We're Looking For
- 5+ years of infrastructure/platform/DevOps engineering experience, with at least 3+ years of hands-on Google Cloud Platform experience
- Deep expertise with GCP services including Cloud Run, Cloud SQL, Pub/Sub, Cloud Deploy, KMS, and GCP networking
- Strong experience with Terraform for infrastructure provisioning and configuration management
- Proven experience with CI/CD pipelines (GitHub Actions, CircleCI), containerization (Docker), and deployment automation
- Experience with production observability tools like Datadog for APM, infrastructure monitoring, log aggregation, and alerting
- Strong understanding of security practices including encryption, secrets management, IAM, network security, and compliance frameworks
- Track record of building and maintaining high-volume, high-availability systems with strict SLAs
- Experience with incident response, troubleshooting production issues, and writing clear postmortems
- Ability to communicate technical decisions effectively to both engineering teams and leadership
- Self-directed with strong ownership mentality and attention to reliability, security, and performance
Bonus Points
- Experience with financial systems, payment processing, or fintech infrastructure
- PostgreSQL performance tuning and scaling (we use Cloud SQL + Prisma)
- Redis optimization and caching strategies
- Direct experience with PCI DSS or SOC 2 compliance initiatives
- Contributions to open-source infrastructure projects
- Experience with Vanta or similar compliance automation tools
- Cloudflare configuration and optimization
- NestJS or TypeScript microservices architecture
Why Join Chexy?
💥 Build infrastructure that moves billions: Your work directly enables millions of dollars in rent payments and life-changing financial transactions for Canadians
💬 Join a tight-knit team: Work directly with founders and senior engineers who trust you to make critical decisions
📈 Early equity: Access equity in a high-growth fintech company that's just getting started
🛠 Own real impact: No bureaucracy, no endless meetings—just smart people solving hard problems together
📍 Toronto office: Work in-office 5 days a week with the team in Toronto
How We Hire
We keep our hiring process clear and human. You'll go through a mix of conversational interviews and technical deep-dives designed to showcase your strengths. We care about how you think, how you've solved real infrastructure problems, and how you collaborate—not just trivia questions. And we make sure there's space for your questions too.
Chexy is an equal opportunity employer. If you require any accommodations or support during the hiring process, let us know and we'll do our best to help.