About the Role As a Senior Systems Engineer at Spreedly, you will lead ambitious projects, drive deep architectural discussions and decisions, and mentor other team members within the engineering organization. You will bring a deep understanding of building highly available, performant, and durable cloud architecture and be responsible for the building and scaling of complex infrastructure. Responsibilities Infrastructure Operations & Reliability: Operate, scale, and modernize AWS-based infrastructure supporting highly available, uptime-driven production systems. Design for fault tolerance, graceful degradation, and automated recovery across EC2- and ECS-based workloads. Support the organization’s roadmap toward multi-region, globally distributed infrastructure. Infrastructure as Code & Automation: Build, maintain, and improve infrastructure using Terraform, Ansible, and related tooling to ensure repeatability, auditability, and resilience. Support and evolve CI/CD pipelines (GitHub Actions, AWS tooling) with a focus on reliability, speed, and developer autonomy. Reduce operational brittleness by creating reusable, well-documented infrastructure patterns. Observability & Incident Response: Implement and maintain observability using Datadog, CloudWatch, OpenTelemetry, and related tools. Define and monitor SLOs, improve alert quality, and reduce MTTD/MTTR through actionable dashboards and runbooks. Participate in and help mature a 24/7 on-call rotation; confidently troubleshoot and resolve incidents under pressure. Security & Compliance: Serve as an infrastructure security subject‑matter expert, helping bridge the Infrastructure Engineering and Security teams. Implement and operate security controls such as IAM policies, WAFs, DDoS protections, secrets management, and deployment safeguards. Support regulated environments and compliance efforts (PCI, SOC 2, or similar). Collaboration, Mentorship & Delivery: Proactively communicate status, risks, and tradeoffs in a distributed, async-first environment. Mentor engineers and contribute to shared learning across experience levels. Own small‑to‑medium scoped projects end‑to‑end: breaking down work, driving execution, and following through to completion. Requirements 5+ years of experience working with cloud infrastructure or systems engineering in a production environment. Deep hands‑on experience operating and scaling production systems in AWS (ECS, EC2, ALB/ELB, ASG, IAM, VPC, Secrets Manager). Strong infrastructure‑as‑code experience with Terraform and configuration management tools such as Ansible. Experience supporting highly available, uptime‑sensitive systems with on‑call responsibility. Observability expertise using tools such as Datadog, CloudWatch, and OpenTelemetry. Linux systems experience (Debian‑ or RHEL‑based distributions). Exposure to or experience with multi‑region cloud environments to support global availability. Experience with DevOps and/or GitOps and an understanding of CI/CD methods. Experience with containers and container orchestration (Nomad, Docker, etc.). Infrastructure security experience (e.g., WAFs, DDoS mitigation, access controls). Experience in regulated environments (PCI, SOC 2, HIPAA, or similar). Proven ability to run projects end‑to‑end and deliver repeatable, maintainable solutions. Additional Skills We Value Familiarity with Edge CDN‑type services. Benefits for Canada‑Based Employees Competitive salary + Equity Group Life Insurance and Disability Coverage Medical, Vision, and Dental coverage Pension contribution Open Paid Time Off policy Monthly home‑working/digital lifestyle stipend, new MacBook, and one‑time accessory reimbursement $1,000 professional development stipend Access to company‑paid professional coaching service Visits to HQ in Durham, North Carolina for remote employees Equal Employment Opportunity We are an equal opportunity employer. We are committed to fostering, cultivating, and preserving a culture of diversity, equity, inclusion, and belonging. We actively work to drive out even unintentional discrimination in our hiring processes via practices such as blindly graded work samples, structured interviews, and diversity awareness training. Legal and Eligibility Due to the sensitive nature of what Spreedly does—handling payment data—finalist candidates must complete a successful background and reference check. At this time Spreedly is unable to provide sponsorship for employment and we are not set up to support remote employees who reside in New York. In order to be considered for employment, applicants must be currently legally authorized to work in the job location country and not require future sponsorship in order to continue working in that country. #J-18808-Ljbffr