This role is dedicated to large-scale, strategic accounts that require formal program governance, steering-committee-level stakeholder management, and cross-project coordination across multiple delivery pods. You will ensure strategic alignment across all workstreams, safeguard financial health across the entire account portfolio, and maintain an exceptional client experience at the executive level. In this role, you will provide leadership, direction, and accountability to the Project Managers executing within your program, ensuring cohesive delivery.

You carry full accountability for the high-level client relationship, macro-financial performance, and overarching success of the program. Define and own the overarching program management plan, establishing macro-scope, business objectives, governance models, and delivery structures at inception Build and maintain the program charter, mapping workstreams, critical paths, project interdependencies, and success criteria across the full initiative Architect resource requirements across the entire program, partnering with discipline leads and Project Managers to optimize pod composition and capacity Serve as the primary relationship owner for the client's executive leadership team, building deep trust and maintaining strategic alignment under pressure Navigate complex, enterprise client environments, managing competing stakeholder priorities, organizational change, and corporate political dynamics Partner with sales and account leadership to identify opportunities for account growth, surfacing new business needs and helping scope subsequent engagements Program Delivery & Risk Management Master-schedule the end-to-end program across all workstreams, managing critical path dependencies, and communicating timeline health to both client and internal executives Provide leadership and direction to Project Managers within the program, holding them accountable to their project commitments and ensuring unified delivery standards Monitor delivery velocity and health across all projects,



proactively identifying and mitigating cross-workstream risks before they impact the critical path Champion the program-level RAID log, ensuring risks, assumptions, issues, and decisions are aggressively tracked, escalated, and resolved Facilitate macro-level alignment ceremonies, such as Scrum of Scrums and cross-pod syncs, to keep delivery leadership aligned Orchestrate the program-level go-live and cutover strategy, coordinating with PMs and technical leads to ensure organizational readiness for launch Own the financial performance and profitability of the entire program, tracking aggregate budgets, cumulative margins, and actuals across all associated SOWs Review, validate, and consolidate project-level financial reporting from PMs, ensuring early identification of budgetary risks or margin erosion Oversee milestone-based invoicing and collections across the program in alignment with MSA and SOW structures Team, Process & Quality Lead through influence and mentorship across cross-functional delivery teams comprising PMs, Technical Leads, BAs, QA, and Architects Oversee aggregate delivery quality, ensuring cross-workstream outputs collectively meet Teifi’s standards and deliver the contracted business value 8+ years of experience in program or senior project management, with a proven track record of leading large, complex, multi-workstream digital transformations Deep experience within a digital agency, system integrator, or consultancy environment—mastery of SOW-based delivery, billable utilization, and margin management is essential Extensive experience establishing and running formal program governance, steering committees, and executive-level reporting cadences Strong financial acumen,



with experience managing multi-million dollar program budgets, EAC (Estimate at Completion), and resource forecasting Experience directly managing, mentoring, or holding accountable Project Managers or workstream leads Background in e-commerce implementation (Shopify Plus is a significant asset) or large-scale enterprise systems integration (ERP, CRM, OMS, POS, PIM) Deep understanding of agile frameworks scaled for the enterprise (e.Scrum of Scrums, disciplined agile delivery) Ongoing professional development through training programs, certifications, and peer mentorship Hybrid work model depending on role, with a Granville Island office and free on-site parking Flexibility in work hours designed to accommodate appointments and personal responsibilities Comprehensive health and dental coverage in Canada, plus a health spending account Paid office closure between Christmas and New Year’s Regular team culture events, stocked office snacks, and a dog friendly workplace Performance based bonus opportunities for full-time employees We are an equal prospect employer and love diversity at our company! We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, or disability status.

About

TeifiTeifi Digital, a Shopify Plus Platinum partner, excels in resolving complex e-commerce challenges. We focus on integrating large catalogs, sophisticated data frameworks, and legacy systems into seamless unified commerce and B2B solutions, delivering unparalleled customer experiences. Our skill in deploying Shopify Plus caters to top-tier merchants in manufacturing, parts, distribution, retail, and B2B, ensuring minimal technical debt and maximized e-commerce revenue.Candidates joining us should be comfortable leveraging AI as part of their day-to-day workflow and open to developing their skills as these tools evolve.

As part of our hiring process at Teifi Digital, any offer of employment is conditional upon the successful completion of a background check.

📌 Head of Programme Management (Winnipeg)
🏢 Teifi Digital
📍 Winnipeg