Senior Staff Portfolio Operations Manager

Accountabilities:: Lead Hospitality Product Operations: Take ownership of Product Operations for the Hospitality division during the initial six-month assignment, establishing effective planning, governance, and delivery practices. Roadmap Planning and Execution: Partner with Product and Technology leaders to develop and execute product roadmaps, manage competing priorities, coordinate dependencies, and proactively address delivery risks. Operational Performance: Establish structured planning, reporting, and review cadences that provide leadership with clear visibility into progress, emerging challenges, and decisions requiring attention. Process Optimization: Identify opportunities to improve operational workflows, communication, and collaboration across teams, reducing organizational silos and strengthening execution. Portfolio Performance Management: Lead portfolio reviews across Hospitality, Retail, and Financial Services, monitoring strategic priorities, investments, delivery progress, and business outcomes. Data-Driven Decision Making: Develop dashboards, reporting frameworks, and analytical tools to evaluate investment performance, identify performance gaps, and highlight opportunities for improvement. Investment and Resource Optimization: Analyze business results and underlying performance drivers, recommending changes to priorities, resource allocation, and investments based on expected business value. Cross-Portfolio Planning: Maintain visibility across product roadmaps, identifying shared dependencies, competing demands, operational risks, and opportunities for collaboration between business divisions. Strategic Stakeholder Alignment: Work closely with senior leaders, Finance, Product Operations, and Technology teams to challenge assumptions, facilitate strategic discussions, and drive informed decisions. Leadership Reporting: Prepare clear, actionable recommendations connecting portfolio performance and investment priorities to broader business objectives, ensuring decisions and follow-up actions are tracked through completion. Go-to-Market Alignment: Establish consistent go-to-market handoff processes across business divisions while accommodating the specific operational needs of each portfolio. Product and GTM Collaboration: Strengthen communication between Product and Go-to-Market teams throughout the product lifecycle, ensuring upcoming launches, feature releases, and roadmap changes are effectively communicated. Customer and Market Insights: Develop feedback loops that bring customer needs, market intelligence, and commercial learnings back to Product teams to support roadmap decisions and prioritization. Continuous Improvement Initiatives: Lead special projects and operational transformation initiatives that improve governance, organizational effectiveness, and overall portfolio performance. Requirements: Significant professional experience in SaaS product development, Product Operations, Business Operations, or a related field, with a strong understanding of product development lifecycles, roadmap planning, and execution. Demonstrated experience managing complex programs or portfolios across multiple teams, including prioritization, resource allocation, cross-functional dependencies, risk management, and business performance. Strong analytical and financial expertise, with practical experience developing portfolio reports, dashboards, financial models, and investment tracking frameworks. Proven ability to interpret complex business data and translate performance insights into actionable recommendations that support strategic planning, investment decisions, and operational improvements. Experience working with and influencing senior executives and cross-functional stakeholders, building alignment, challenging assumptions, and driving decisions without relying on formal authority. Excellent business judgment and problem-solving abilities, with the confidence to independently identify opportunities, anticipate challenges, and lead initiatives in ambiguous environments. Experience designing and improving operational processes, governance structures, and ways of working within complex technology or product organizations. Strong understanding of strategic planning and the ability to balance long-term business objectives with practical operational execution. Exceptional communication and presentation skills, with the ability to simplify complex information and adapt messaging to different audiences. Strong stakeholder management and relationship-building capabilities, with experience collaborating across Product, Technology, Finance, and commercial functions. A collaborative and empathetic leadership style, with the ability to understand different perspectives, navigate competing priorities, and develop solutions that deliver meaningful business outcomes. High levels of autonomy, initiative, organization, and accountability, combined with the ability to manage several strategic priorities simultaneously. Flexibility to accommodate Eastern Time-based collaboration and business requirements. Candidates located outside the Eastern Time Zone must be willing to adjust their working hours when necessary. Benefits: Competitive compensation: Base salary ranging from CAD 170,000 to CAD 200,000, with additional variable compensation opportunities of approximately 50%–60%. Competitive total compensation: Expected total compensation ranging from CAD 190,000 to CAD 235,000 for eligible Ontario-based candidates, depending on experience, qualifications, and other relevant factors. Equity opportunities: Access to equity options, providing an opportunity to participate in the organization's long-term growth. Remote work flexibility: Flexible remote working arrangements designed to support productivity and work-life balance. Flexible paid time off: Generous paid time-off policies that encourage employees to maintain a healthy balance between professional and personal commitments. Comprehensive healthcare: Medical, dental, life, and disability insurance coverage. Retirement benefits: Employer contributions and matching through a registered retirement savings plan (RRSP). Wellness support: Health and wellness credits to support physical and mental well-being. Enhanced parental leave: Additional paid parental leave benefits to support employees and their growing families. Professional development: Training opportunities, continuous learning resources, and career development support. Career mobility: Opportunities for professional advancement and international career growth. Technology allowance: Computer purchase program to help employees access the equipment they need. Community engagement: Paid time to volunteer and contribute to meaningful community initiatives. Employee networks: Access to employee-led interest groups, social committees, sponsored sports teams, and professional communities. Inclusive culture: A diverse and collaborative working environment where employees are encouraged to share ideas, contribute to strategic decisions, and develop their potential. Career-defining opportunities: Work on high-impact strategic initiatives within a growing international technology organization.