Senior Director, Strategy & Operations

About the Role

Our partner company, based in Canada, is seeking a Senior Director of Strategy & Operations to lead strategic and operational initiatives within a rapidly expanding tech organization. This leadership position collaborates closely with executive teams to resolve complex business issues and drive significant company-wide outcomes. The role requires bridging multiple departments such as strategy, operations, sales, HR, communications, and technology.

Key Responsibilities

• Collaborate with executive leadership to establish company strategies, set measurable objectives (OKRs), and ensure execution translates strategies into actionable results.
• Diagnose critical business challenges and spearhead initiatives from concept through execution, including impact evaluation.
• Manage operating scorecards covering business performance metrics, customer and employee experiences, compliance, and organizational efficiency.
• Supervise and develop a cross-functional team handling strategy and operations across technology, sales, HR, and communication domains.
• Leverage AI, automation, and modern technologies to enhance operational efficiency and promote data-driven decision-making.
• Serve as a cross-departmental leader balancing priorities across operations, product, engineering, sales, people, and communications.
• Guide senior management with strategic insights focused on improving workflows, collaboration, and overall organizational performance.

Candidate Profile and Requirements

• Minimum 7 years of progressive leadership experience, including at least 2 years in senior roles such as Senior Director or Head of Strategy & Operations.
• Proven leadership in strategy and operations within high-growth technology companies or similarly complex environments.
• Strong foundation in strategic business analysis, including market research, organizational structuring, unit economics, and commercial strategy development.
• Hands-on experience applying AI, automation, and emerging technologies to optimize business processes and outputs.
• Ability to lead diverse functional teams—sales, HR, communications, compliance, operations—without deep specialization in each.
• Excellent commercial acumen and data literacy relating to revenue drivers, sales results, and operational analytics.
• Exceptional problem-solving, decision-making, and senior stakeholder management capabilities.
• Experience collaborating with global teams across multiple time zones.
• Eligibility to work in Canada without sponsorship; strong written and oral English skills required.
• Preferred background in real estate technology, marketplaces, brokerage, or transaction-based platforms.
• Entrepreneurial experience such as founder/co-founder roles or early-stage operations is highly valued.
• Additional advantage for experience managing people, communications, or organizational development functions.

Benefits and Work Environment

• Competitive salary aligned with industry standards plus performance-driven bonuses based on experience.
• Opportunity to directly shape the growth, strategy, and operations of a leading technology platform.
• Close collaboration with executive leaders influencing key company decisions.
• Fully remote work arrangement across Canada with flexible hours to support work-life balance.
• Generous vacation policy and comprehensive health benefits including medical, dental, life insurance, virtual care, and travel coverage.
• High autonomy with ownership in a lean, innovative, AI-focused company culture.
• Chance to challenge established methodologies by building scalable processes in a fast-paced environment.

Additional Information

This position is managed by a partner company responsible for the application process and subsequent hiring steps. Applications are reviewed via an AI-enhanced matching system ensuring objective and prompt evaluation. Final selections and interviews are handled internally by the hiring organization.

Applicants retain data privacy rights under relevant regulations, and AI tools may support portions of the recruitment process without replacing human judgment.