Senior Manager Product Operations Platform and Compliance

With almost 150 years of proud horseracing history, Woodbine Entertainment Group is the founding pioneer and largest operator of professional horseracing in Canada.

Building on our rich past, we are surging ahead to the future with an energized, new vision. Today we deliver the most thrilling and highest quality racing, dining and entertainment experiences to our visitors. In doing so, we remain a world-leader in horse-racing — and also among the most exciting and diverse entertainment facilities on the globe.

The Senior Manager, HPIbet Product Operations, Platform & Compliance is responsible for the business ownership, governance, operational readiness, regulatory alignment, and successful delivery of the HPIbet platform roadmap.

The role serves as the primary business interface between HPIbet stakeholders and Information Technology, ensuring business priorities, operational needs, and regulatory requirements are translated into clear business requirements, delivery priorities, acceptance criteria, and measurable outcomes. The position owns the business product backlog, coordinates release readiness and business acceptance testing, manages key vendor and partner relationships, and ensures customer-facing changes are operationally ready, compliant, and aligned with organizational objectives.

Working closely with Information Technology, Compliance, Responsible Gaming, Customer Care, Finance, Marketing, Business Intelligence, Operations, and external partners, the Senior Manager ensures platform initiatives are delivered in accordance with customer, regulatory, technical, operational, and financial requirements.

The role works collaboratively with the Product Strategy & Innovation function by providing business requirements, operational assessments, delivery estimates, regulatory considerations, and implementation planning support. Responsibility for product vision, innovation, UX/UI design, customer research, and future product strategy resides within the Product Strategy & Innovation function.

Product Delivery, Roadmap Execution

• Own business-side delivery of the HPIbet roadmap in partnership with Information Technology. 
• Maintain and prioritize the business product backlog based on customer, regulatory, operational, financial, and business priorities. 
• Define business requirements, user stories, process flows, and acceptance criteria. 
• Coordinate business decisions, approvals, dependencies, timelines, and delivery inputs. 
• Confirm delivered functionality meets approved requirements and expected outcomes. 
• Monitor and escalate delivery risks affecting customers, compliance, revenue, cost, or timelines. 
• Maintain requirements, decision logs, prioritization records, and release approvals. 
• Translate approved Product Strategy & Innovation concepts into executable delivery requirements. 

Release Management, Business Readiness & Operational Governance

• Lead business UAT, acceptance criteria, stakeholder testing, and business sign-off. 
• Act as the final business approver for customer-impacting production releases. 
• Ensure production readiness, including procedures, training, communications, playbooks, and support protocols. 
• Coordinate release readiness across affected business functions. 
• Serve as the business escalation point for significant platform incidents and service disruptions. 
• Assess business impact and prioritize incidents and defects; Information Technology or the vendor owns technical resolution. 
• Participate in incident reviews, root cause assessments, and post-implementation reviews. 
• Monitor support and vendor service performance and escalate material concerns.
• Promote communication and collaboration across the business units to identify commonalities and define extensible wagering solutions where applicable.
• Create and nurture relationships with external stakeholders who can help build and accelerate WEG’s digital wagering strategies.
• Respond to internal and external requests in a professional manner demonstrating exceptional service.
• Contribute product knowledge on all HPIbet services, including HPIbet App and Loyalty products; thereby ensuring full customer utilization of the product to maximize revenues.
• Drive business growth by building and maintaining relationships with both business and wagering partners across HPIbet markets.
• Ensure related business plans are developed, documented, and communicated accordingly.

Regulatory Compliance & Platform Governance

• Own business requirements arising from AGCO, iGaming Ontario, CPMA, Responsible Gaming, AML, privacy, KYC, AODA, and other applicable obligations. 
• Translate regulatory requirements into backlog priorities, controls, operating procedures, acceptance criteria, and release approvals. 
• Coordinate business activities required for regulatory reviews, approvals, submissions, audits, and evidence requests. 
• Partner with Compliance, Legal, Privacy, Responsible Gaming, Finance, and Information Technology on regulatory changes. 
• Maintain audit-ready governance and compliance documentation. 
• Identify and escalate regulatory, privacy, customer, financial, operational, or reputational risks

Vendor Management, Integrations, Performance

• Manage key platform vendors and partners from a business perspective, including priorities, scope, service expectations, performance, and escalation. 
• Define business requirements for payments, KYC, loyalty, account management, communications, data feeds, content, and other integrations. 
• Ensure integration requirements address operations, reconciliation, support, reporting, privacy, security, compliance, and exception handling. 
• Define KPI frameworks and work with Business Intelligence and Information Technology to ensure required tracking exists. 
• Monitor platform performance and escalate material gaps or business risks. 
• Provide budget, cost, dependency, risk, and operational inputs to business cases and planning. 
• Track benefit realization and recommend corrective action when outcomes differ from approved targets

• University or college education in business, technology, product management, information systems, gaming, digital commerce, or a related field, or equivalent experience. 
• Minimum five years of progressive experience in product operations, product ownership, platform management, business analysis, or technology delivery. 
• Experience managing digital backlogs, requirements, UAT, releases, integrations, and cross-functional delivery. 
• Experience working with technology teams and third-party vendors in a regulated or customer-facing digital environment. 
• Knowledge of wagering, gaming, payments, KYC, privacy, responsible gaming, accessibility, or related regulatory requirements is an asset. 
• Experience supporting budgets, business cases, KPI frameworks, and benefit tracking. 
• Strong documentation, communication, facilitation, negotiation, and stakeholder-management skills. 
• Proficiency with Microsoft Office and relevant product, project, documentation, or backlog-management tools. 
• Experience Managing digital products, platforms, or customer-facing systems.
• Experience Leading business requirements, system enhancements, or technology implementations.
• Experience Coordinating cross-functional teams, vendors, and stakeholders to deliver business initiatives.
• Experience managing product backlogs, priorities, testing, releases, or operational processes.
• Experience supporting regulatory compliance, governance, risk management, or audit activities.
• Experience managing budgets, vendor relationships, business cases, or performance reporting.
• Experience working in wagering, gaming, financial services, technology, e-commerce, or other regulated industries.
• Experience using data and operational insights to support decision-making and continuous improvement

Reason for vacancy: Replacement

Salary range: The target hiring salary range for this position is $102,000 to $118,000 CAD. This range is not a guarantee of compensation. Final placement within the range depends on factors such as internal equity, market conditions, and the candidate’s experience, skills, and qualifications relevant to the role.

We use AI-powered resume screening software to help identify qualified candidates based on the criteria in this job posting. All applications prioritized by the system are subsequently reviewed by our hiring team to ensure a fair and human-centered selection process

Diversity, Equity, Inclusion and Belonging

Be Yourself.

We believe differences should be valued and celebrated. By building diverse and inclusive teams, we strive to provide a more authentic and empowering work experience that unlocks the potential of our people. Regardless of race, religion, colour, national origin, sex, gender, expression, sexual orientation, age, marital status, veteran status, or disability status, we believe everyone has the right to express their ideas, ambitions, and pursue their goals with confidence and integrity. Diversity breeds innovation. We want people to think differently. Our commitment is to build a culture that welcomes everyone and leverages their unique perspectives to be a great entertainment company that shares the thrill of horseracing experiences with the world.