About this role

Manager, Finance Enablement, Technology & Transformation

The Role in a Nutshell

Base

Salary

CAD $94,406.00 - 142,069.00

Who We Are

When it comes to health, we’re always looking for ways to push for better. It’s why we were founded in the first place. In 1957, our founder, pharmacist William Wilkinson, witnessed a mother sacrifice her health by foregoing her own medicine to pay for her sick daughter’s prescription. He knew there had to be a better way. So, he introduced North America’s first prepaid drug plan, and GreenShield was born as a not-for-profit with a mission to support better health for all Canadians.

We aren’t just a health and benefits company. We’re the only not-for-profit social enterprise that brings worlds of coverage and care together, all in one place.

We’re noble challengers, purposefully building a better way and we need the best people to help us create a more holistic approach that takes care of the mind and body.

Our mission is to create better health for all Canadians, and we know that starts with our employees.

Overview

We are seeking a strategic, technically curious, and execution-oriented Manager, Finance Enablement, Technology & Transformation to modernize how Finance works. This individual contributor role will lead the continued implementation, optimization, and evolution of Workday ERP Finance and Workday Adaptive Planning, while accelerating the practical adoption of artificial intelligence, automation, data, and analytics across Finance’s day-to-day activities and monthly and quarterly processes.

The Manager will maintain an integrated Finance technology and transformation roadmap, translate business needs into scalable solutions, and coordinate Finance process owners, FP&A, Accounting, Treasury, Tax, Technology, Data, Enterprise AI, Risk, and external service partners. The role will take priority opportunities from intake and process diagnosis through design, testing, deployment, adoption, control validation, and benefits realization.

Roles and Responsibilities

1. Workday ERP Finance Ownership and Evolution
Own and maintain the Finance business roadmap for Workday ERP, aligning enhancements with Finance strategy, operational priorities, control requirements, and enterprise architecture.
Lead ongoing optimization of Workday Finance capabilities, workflows, reporting, integrations, security roles, and user experience across core financial processes Partner with Finance functional owners, Business Technology, Technology, an application management service providers to intake, prioritize, test, deploy, and stabilize enhancements.
Coordinate Finance participation in Workday releases, regression testing, user acceptance testing, production readiness, documentation, and post-release validation.
Monitor adoption, service performance, recurring incidents, enhancement backlogs, and root causes; recommend changes that reduce manual intervention and strengthen reliability.
Promote Workday as the governed source of financial information and reduce duplicate processes, manual workarounds, and unsupported spreadsheets.
1. Adaptive Planning Advancement
Lead the continued development and adoption of Workday Adaptive Planning as Finance’s enterprise planning, forecasting, and scenario-modelling platform.
Partner with FP&A and business leaders to evolve Adaptive beyond annual budgeting toward driver-based forecasting, rolling outlooks, scenario analysis, variance analytics, and self-service management views.
Oversee the integrity and evolution of planning models, dimensions, assumptions, integrations, reports, dashboards, security, workflows, and publishing processes between Adaptive Planning and Workday ERP.
Establish an enhancement roadmap that improves forecast quality, shortens planning cycles, reduces spreadsheet dependency, and supports a consistent version of plans and actual results.
Coordinate model testing, release readiness, documentation, administrator capability, end-user training, and ongoing support.
1. Finance AI, Automation, Data and Analytics Enablement
Build and manage a portfolio of practical AI, automation, data, and analytics opportunities across close, reconciliations, reporting, forecasting, accounts payable, treasury, audit support, and routine Finance service requests.
Use approved enterprise platforms and governed financial data to develop or coordinate prototypes, workflows, reports, and reusable solutions that can scale across Finance.
Assess use cases for business value, feasibility, data readiness, materiality, control implications, scalability, and alignment with enterprise AI and technology standards.
Partner with Enterprise AI, Technology, Data, Security, Privacy, Risk, and Internal Controls to ensure appropriate governance, human oversight, auditability, and deployment practices.
Maintain reusable standards, playbooks, prompt libraries, process documentation, and solution patterns.
1. Process Transformation and Continuous Improvement
Lead process diagnostics and redesign for high-effort recurring Finance activities, with initial emphasis on monthly close, reconciliations, management reporting, and quarterly forecasting.
Map current and future-state processes, identify root causes and control points, simplify workflows before introducing technology, and define clear ownership and service expectations.
Translate business requirements into user stories, solution requirements, test scenarios, acceptance criteria, implementation plans, and operating procedures.
Coordinate cross-functional delivery, risks, dependencies, decisions, vendors, and change activities from concept through stabilized operation.
Ensure redesigned processes improve efficiency and service quality without weakening financial integrity, segregation of duties, or review controls.
1. Adoption, Capability Building and Change Enablement
Build Finance capability through role-based training, hands-on working sessions, job aids, demonstrations, office hours, and coaching tied to real Finance workflows.
Establish and support a network of Finance super users and transformation champions who identify opportunities, validate solutions, reinforce standards, and sustain adoption.
Partner with Finance leaders and process owners to embed new tools and ways of working into monthly and quarterly routines, role expectations, and standard operating procedures.
Monitor active usage, user feedback, proficiency, process compliance, and barriers to adoption; adjust solutions and enablement plans based on evidence.
1. Governance, Vendor Management and

Benefits

Realization
Operate a transparent intake, prioritization, and governance process for Finance technology and transformation demand, balancing value, control, urgency, effort, and delivery capacity.
Coordinate Workday, Adaptive Planning, application management services, implementation partners, and other vendors; track deliverables, service levels, issues, costs, risks, and knowledge transfer.
Define baselines, targets, and benefit measures before implementation, including cycle time, touch time, error and rework rates, adoption, service levels, capacity released, and avoided cost.
Report portfolio progress, risks, decisions, realized benefits, and capacity redeployment to Finance leadership; stop