Job Title: Deployment Lead
Location: Toronto, ON
Work Model: Onsite – Minimum 4 Days/Week
Employment Type: Full-Time
Job Summary
We are seeking an experienced Deployment Lead to manage end-to-end deployment planning and execution for a major product launch and portfolio conversion (TSYS to TSYS). The ideal candidate will have strong experience in deployment management, production cutovers, conversion planning, cross-functional coordination, risk management, and executive reporting.
Key Responsibilities
- Lead end-to-end deployment planning and execution for product launches and portfolio conversion initiatives.
- Own the integrated deployment plan and master activity schedule, including workstream runbooks, dependencies, milestones, cutover activities, and readiness tracking.
- Coordinate internal teams, external vendors, technology teams, and business stakeholders throughout deployment and conversion activities.
- Plan and coordinate all pre-conversion activities, including mock conversions, dress rehearsals, validation, and production readiness activities.
- Lead production cutover execution, ensuring all activities, dependencies, checkpoints, and rollback plans are properly coordinated.
- Coordinate production product launch activities, including pilot implementation and customer rollout.
- Manage and resolve environment collisions and deployment conflicts across Cortez and non-Cortez workstreams.
- Oversee the delivery and deployment of new product features being introduced on the target platform.
- Drive deployment governance, including status tracking, risk and issue management, dependency management, and escalation.
- Identify deployment risks and develop mitigation and contingency plans to ensure successful production implementation.
- Prepare and deliver executive-level deployment status, readiness, risk, and cutover reports.
- Coordinate post-production validation, stabilization, issue resolution, and transition to ongoing support.
- Ensure deployment activities are completed within established timelines and meet production readiness and quality requirements.
Required Skills & Experience
- 8+ years of experience in deployment management, release management, implementation, or technical project delivery.
- Proven experience managing complex enterprise deployments, product launches, portfolio conversions, or platform migrations.
- Strong hands-on experience with cutover planning, mock conversions, dress rehearsals, and production implementation.
- Experience coordinating multiple cross-functional workstreams and external vendor teams.
- Strong knowledge of deployment governance, risk management, dependency management, and readiness tracking.
- Excellent stakeholder management, communication, coordination, and problem-solving skills.
- Experience preparing executive-level status and deployment reports.
- Ability to manage multiple priorities and resolve deployment conflicts in a fast-paced enterprise environment.
- Strong experience with production implementation and post-production stabilization.
Preferred Qualifications
- Experience in banking, payments, financial services, card processing, or transaction processing.
- Experience with TSYS or similar payment processing platforms.
- Experience managing portfolio conversion or product migration initiatives.
- Familiarity with Cortez/non-Cortez environments or similar enterprise deployment ecosystems.
