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Job Description Affinity is seeking a highly experienced Senior Technical Project Manager to lead complex, enterprise-scale technology initiatives within a strategic Project Management Office. This role is ideal for a mature, technically adept leader with a strong background in infrastructure and security-focused project delivery. You will play a critical role in a multi-year, organization-wide transformation to modernize the wealth management platform, replacing a legacy system with a next-generation ecosystem. This initiative represents a generational shift in how advisors, operations teams, and clients engage with technology—requiring deep expertise in integrations, enterprise architecture, and change leadership. Responsibilities Lead end-to-end delivery of large-scale, high-impact enterprise technology programs, with a strong focus on infrastructure, security, and platform integration Drive environment build-outs, technical integrations, and migration activities to support the transition from a legacy core system to a modern platform ecosystem Define and refine project scope, success metrics, deliverables, and business outcomes aligned to strategic goals and regulatory requirements Develop and manage integrated delivery plans including resource allocation, financials, schedules, risk frameworks, and quality controls Provide strategic leadership across complex technical domains including integration patterns, networking, authentication, IAM, cloud infrastructure, and data migration Act as a trusted advisor to executive stakeholders, ensuring alignment, sponsorship, and informed decision-making across the program lifecycle Establish and enforce strong governance practices, including risk/issue management, change control, and compliance oversight Lead cross-functional teams spanning engineering, infrastructure, security, vendors, and business stakeholders Manage third-party vendors and platform partners, ensuring adherence to contractual deliverables, timelines, and service expectations Deliver executive-level reporting on project health, risks, dependencies, and overall program status Drive organizational change management strategies to enable successful adoption of new platforms, tools, and workflows Partner with business and technical leaders to assess change impacts and deliver communications, training, and readiness plans Ensure technology integration strategies align with enterprise architecture and security principles Conduct post-implementation reviews to capture lessons learned and continuously improve delivery practices Qualifications Bachelor’s degree in Business, Computer Science, Information Technology, or a related discipline; advanced degree is an asset 10+ years of progressive project management experience delivering complex, enterprise-scale technology initiatives Proven experience leading large-scale platform transformations, system migrations, or core technology modernization programs Strong technical project management background with demonstrated experience in infrastructure and security (infrasec) domains Hands-on experience managing integration-heavy programs involving APIs, middleware, and enterprise data flows Strong knowledge in key technical domains including networking, authentication, identity & access management (IAM), cloud infrastructure, and data migration Demonstrated ability to deliver projects using both Waterfall and Agile methodologies in complex, regulated environments PMP certification preferred; additional certifications such as SAFe, PRINCE2, or PMI-ACP are considered strong assets Experience with organizational change management frameworks (e.g., Prosci) highly preferred Expert knowledge of project governance, enterprise risk management, and compliance practices Strong proficiency with Jira and Confluence Experience operating within IT service management frameworks (e.g., ITIL) including change and incident management Background in financial services or similarly regulated industries strongly preferred Exceptional stakeholder management skills, with experience influencing senior and executive leadership Strong analytical, problem-solving, and strategic thinking capabilities with a results-driven mindset Top Skills Necessary 10+ years of enterprise project management experience delivering large-scale, technically complex transformation programs (e.g., platform migration, core system replacement) Deep technical PM expertise in infrastructure and security domains, including IAM, cloud environments, authentication, and networking integrations Proven leadership of integration-heavy programs, including API, middleware, and large-scale data migration across enterprise systems Demonstrated experience managing multi-year transformation initiatives in regulated environments with strong governance and risk oversight Executive stakeholder engagement and change leadership, including OCM strategy execution across enterprise-wide technology change Affinity Earn Know someone who’s great for this, or any of our open roles? Earn up to $4,000/year for each successful referral through Affinity Earn. You can also earn up to $50,000 for helping us find new clients. Learn about our referral program at https://affinity-group.ca/earn/ or browse our jobs & follow us at https://www.linkedin.com/company/affinity-staffing/jobs/ About Affinity Affinity Group is a technology and business consulting and services company. We believe in creating long term relationships between clients and consultants that foster a mutually beneficial partnership. Affinity is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All employment is decided on the basis of qualifications, merit and business need. For more information on Affinity, please visit www.affinity-group.ca Job Number: 13878

Ce que vous ferez

Lead the end-to-end delivery of large-scale enterprise technology programs focused on infrastructure, security, and platform modernization. Manage cross-functional teams and third-party vendors to replace legacy systems with a next-generation ecosystem.

Exigences

Requires over 10 years of experience in enterprise project management with deep expertise in infrastructure, security, and integration-heavy programs. A bachelor's degree is required, and PMP or other professional certifications are preferred.

Compétences indiquées

• Jira · Souhaitée

Autres compétences pertinentes

Relevées dans la description du poste. Confirmez les exigences importantes ci-dessus.

• Enterprise Project Management
• Infrastructure Security
• Platform Migration
• Identity & Access Management
• Cloud Infrastructure
• API Integration
• Middleware
• Data Migration
• Waterfall Methodology
• Agile Methodology
• Organizational Change Management
• Stakeholder Management
• Project Governance
• Risk Management
• Jira
• Confluence

Domaines d’emploi

• Management & Leadership
• Technology
• Consulting
• Finance & Accounting
• Security & Safety