Director, Fintech Product Operations (Winnipeg)

Job Overview

We are seeking a Director, Fintech Product Operations to lead and mature production operations across cloud platforms, hybrid infrastructure, colocation systems, and third-party service providers. This is a senior people leadership role responsible for production reliability, uptime, scalability, performance, incident response, vendor management, and operational compliance.

Key Responsibilities

• Own production reliability, availability, performance, resilience, scalability, and operational readiness across AWS cloud, hybrid, and hosted systems.
• Lead SRE, DevOps, CloudOps, DBA, infrastructure operations, production support, and third‑party provider relationships under a clear operating model.
• Establish production standards for SLAs, SLOs, capacity planning, high availability, disaster recovery, backups, monitoring, incident response, and change management.
• Drive mature incident, problem, and change management practices, including escalation models, RCA, post‑incident remediation, runbooks, playbooks, and on‑call readiness.
• Define and improve observability across metrics, logs, traces, dashboards, alerting, transaction visibility, and performance monitoring.
• Own operational execution of AWS and hybrid infrastructure, including compute, storage, networking, security configuration, Infrastructure‑as‑Code, and cost/performance optimization.
• Manage third‑party service providers, including service desk, security, cloud operations, SOC/vCSO, infrastructure, and managed services partners.
• Partner with security and compliance teams to support PCI‑DSS, SOC2, audit readiness, access controls, secure operations, and regulatory obligations.
• Build scalable IT service management practices using tools such as Jira Service Management or similar platforms.
• Create a practical roadmap for production engineering maturity, including SLO‑driven operations, error budgets, automation, service ownership, safe deployments, and blameless post‑mortems.

Required Qualifications

• 10+ years of experience in production operations, SRE, DevOps, CloudOps, platform engineering, infrastructure operations, fintech product operations, or related technical operations roles.
• 5+ years of leadership experience managing technical operations teams.
• Proven experience operating high‑availability, mission‑critical production systems.
• Strong AWS operations experience across production infrastructure, reliability, monitoring, security, and operational governance.
• Experience with incident management, ITIL‑aligned practices, RCA, change management, observability, alerting, and performance engineering.
• Experience with Infrastructure‑as‑Code tools such as Terraform, CloudFormation, or similar platforms.
• Experience managing third‑party technology vendors, managed service providers, cloud operations partners, security providers, or service desk partners.
• Strong communication skills across engineering, product, security, compliance, business stakeholders, executives, vendors, and customers.

Preferred Qualifications

• Experience in payments, fintech, SaaS, financial services, or regulated technology environments.
• Experience in startup, scale‑up, or product‑led technology companies.
• Experience with PCI‑DSS, SOC2, audit readiness, or regulated production environments.
• Experience with hybrid cloud, AWS, colocation, legacy systems, SQL Server, cloud‑managed databases, or DBA leadership.
• Experience with FinOps, cloud cost optimization, acquisitions, integrations, migrations, or modernization programs.

Leadership Profile

Strong people manager with an ownership mindset for uptime, reliability, customer impact, and operational excellence. Able to operate strategically and tactically, from designing the production operating model to improving incident response and resolving operational gaps. Hands‑on enough to understand technical details while senior enough to build scalable teams, governance models, processes, and vendor operating rhythms. Product‑oriented and business‑aware, with the ability to balance reliability, speed, cost, security, compliance, and customer experience.

Success Metrics

• Improved uptime, availability, SLA adherence, scalability, and production readiness.
• Reduced incident frequency, severity, recurrence, and MTTR.
• Improved SRE maturity, SLO coverage, observability, alert quality, automation, and service ownership.
• Stronger third‑party service delivery, operational governance, audit readiness, and team capability.

Benefits

• Company events
• Employee assistance program
• Paid time off
• Tuition reimbursement
• Wellness program
• Work from home

Education & Experience

Bachelor's Degree (required). Production Operations: 8 years (required). FinTech: 3 years (required).