Director, Commercial Strategy and Program Delivery

About Four Seasons:

Four Seasons is powered by our people. We are a collective of individuals who crave to become better, to push ourselves to new heights and to treat each other as we wish to be treated in return. Our team members around the world create amazing experiences for our guests, residents, and partners through a commitment to luxury with genuine heart. We know that the best way to enable our people to deliver these exceptional guest experiences is through a world-class employee experience and company culture.         

At Four Seasons, we believe in recognizing a familiar face, welcoming a new one and treating everyone we meet the way we would want to be treated ourselves. Whether you work with us, stay with us, live with us or discover with us, we believe our purpose is to create impressions that will stay with you for a lifetime. It comes from our belief that life is richer when we truly connect to the people and the world around us.

About the location:

Four Seasons Hotels and Resorts is a global, luxury hotel management company. We manage over 120 hotels and resorts and 50 private residences in 47 countries around the world and growing. Central to Four Seasons employee experience and social impact programming is the company’s commitment to supporting cancer research, and the advancement of diversity, inclusion, equality and belonging at Four Seasons corporate offices and properties worldwide. At Four Seasons, we are powered by people and our culture enables everything we do.

Reporting to the Vice President, Commercial Enablement, this exciting opportunity will act as an important advisor to the Chief Commercial Officer and Commercial Leadership Team (CLT). They will be responsible for defining and enabling the delivery of our Commercial Strategy across the organization, combining expertise in strategy development and execution with strong planning and program management capabilities. The incumbent will act as an integrator, connecting workstreams and aligning priorities; and as an enabler, operationalizing the strategy with a solution-oriented mindset. Serving as the “red thread”, they ensure collaboration and cross-functional alignment across and beyond the Commercial team through three core areas of responsibility:

Commercial Strategy – Drives the refinement and activation of the commercial strategy, partnering closely with the Chief Commercial Officer and Commercial Leadership Team. Ensures the strategy is effectively communicated across the organization and with key external stakeholders (e.g. Board, Owners).

Strategic Planning, Prioritization & Portfolio Oversight – Leads annual and continuous planning for commercial corporate and field teams. Aligns and cascades priorities across the organization, working closely with key stakeholders and partners to gain clarity in accountabilities and outcomes. Oversees and reports on the commercial project portfolio to ensure on-time, high-quality delivery.

Commercial Operations & Governance – Champions the commercial governance framework by planning and facilitating bi-weekly and quarterly leadership meetings. Shapes agendas and content to drive strategic decision-making.

What You’ll Be Doing:

Commercial Strategy:

• Works across the Commercial leadership team to interpret the Enterprise Strategy and translate it into a Commercial strategy.
• Translates the strategy into clear guidance, business plans, etc. to ensure effective execution globally.
• Develops or facilitates creation of presentations for the Chief Commercial Officer (CCO) and Commercial Leadership (CLT) (e.g. Board meetings, owner sessions, property reviews and conferences), ensuring clarity and alignment with strategic priorities.
• Oversees global communication of the commercial strategy to enable effective operationalization, partnering with the Manager, Commercial Capabilities (e.g. quarterly town halls, memos).
• Defines the role of AI within the commercial function, aligning initiatives to the broader strategy and portfolio. Oversees the AI project pipeline and associated governance framework (e.g. usage guidelines, test & learn) to accelerate adoption.
• Provides thought leadership on market trends, industry dynamics, and the evolving luxury landscape, shaping how FS adapts and expands to maintain competitive advantage.

Strategic Planning, Prioritization and Portfolio Oversight:

• Together with the business, translates the strategy into a prioritized set of clear initiatives which contribute to delivery of the strategy and the annual plan to achieve these.

• Drives the annual and continuous planning process for the commercial corporate and field teams– including property guidance & annual property/corporate business plan development, strategic project prioritization, Owner communication, etc.
• Maintains the Commercial portfolio of initiatives, providing a unified view of progress and proactively addressing risks and barriers. Ensures appropriate resourcing and funding while collaborating across departments to manage capacity, recommend tradeoffs, and align portfolio delivery with business priorities.
• Provides ongoing status on the progress of strategic initiatives, working with teams to identify mitigation options and reporting on what matters and ensuring key barriers are being resolved.
• Serves as a Center of Excellence for governance and operational best practices across commercial, partnering with business planners to deploy standardized tools, frameworks, and methodologies for effective planning and leadership engagement across regional and corporate teams.
• In select circumstances, acts as Project Manager for highly cross-functional or strategically critical initiatives, providing end-to-end oversight, driving alignment across stakeholders, and ensuring timely delivery of objectives.

Commercial Operations and Governance:

• Designs, delivers, and continuously enhances the commercial governance structure and serves the focal point for planning and facilitating governance forums—including bi-weekly and quarterly leadership meetings.
• Provides oversight of Commercial budgeting and resource allocation, ensuring financial discipline, optimal capacity planning, and adherence to organizational standards.
• Serves as the central point of contact for managing the intake, assessment, and prioritization of legal and contract processes. Partners closely with Corporate Legal to ensure timely handling and prioritization of contracts related to external vendors and agencies supporting the Commercial function in line with departmental priorities, while maintaining strict awareness to internal policies and compliance standards.

What You Bring:

• Post-secondary degree, MBA preferred.
• 8-10+ years progressive leadership experience in strategy, planning, and portfolio / project management work, 5+ years in a leadership role.
• Experience within travel and hospitality an asset.
• Experience working across a diverse group of stakeholders bringing together ideas, driving a clear mandate and agenda and keeping the team focused on delivering key results. Strength in leading without formal authority.
• Ability to develop, articulate and deliver strategy.
• Highly organized and able to work efficiently and effectively.
• Experience creating and executing strategic priorities and initiatives.
• Able to grasp and add value to the CCO’s vision.
• Excellent time management skills.
• Proven project and product management.
• Understanding of travel and hospitality industry.
• Advanced skills in Microsoft Office, including PowerPoint.
• Experience with Monday.com or other project management tools an asset.
• Understanding of opportunities to integrate AI into commercial areas of the business. Familiarity with Microsoft Copilot.
• Data-driven and analytical mindset.

Key Skills/Who You Are:

• Exceptional communicator with ability to communicate complex ideas, navigate stakeholders, make decisions, and generate buy in across people at all levels of the organization.
• Critical thinker with ability to anticipate needs and problems and avert them before they happen.
• Possesses maturity, humility, and situational sensitivity; able to handle conflict constructively.
• Works effectively in situations where information in ambiguous and easily switches approaches as required.
• Ability to handle multiple competing priorities and wear many hats.
• Ability to look beyond immediate problem and assess longer term implications.
• Ability to work with different personality types to bring together ideas and formulate solutions.
• Ability to structure and solve ambiguous problems.
• Strong leadership skills with success building trust and psychological safety.
• Track record of attracting, developing and motivating a high performing team.
• Highly developed interpersonal skills with ability to effectively engage with leaders and team members across the organization.
• Possesses a continuous improvement mindset and takes personal responsibility and ownership.
• Resource and budget management skills.

All internal applications must be submitted and approved in Workday by December 1, 2025.
 

This role will be a Hybrid working model, which will require 3 days per week in the Four Seasons Corporate Office located at 1165 Leslie Street, Toronto, Ontario #LI-Hybrid

Four Seasons is committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If contacted for an employment opportunity, please advise Human Resources if you require accommodation.