Head of Operations

This is a fully remote position, open to applicants in Canada, +1 more state.

📋 Description

• Take ownership of the CEO’s cross-departmental initiatives from start to finish, including accountability, timelines, success measurements, and ensuring timely completion.

• Lead operational initiatives across multiple departments related to international expansion and compliance, insurance and benefits programs, IT infrastructure, office establishment, policy development, and AI implementation.

• Collaborate with leadership from Production, Finance, Legal, Business Development, Team Success, IT, and Recruitment to align priorities and fulfill collective commitments.

• Maintain proactive updates on operational initiatives, encompassing status, decisions made, and key milestones.

• Directly oversee the Team Success, IT, and Recruitment departments, providing guidance, developing team leaders, and enhancing performance and culture.

• Establish and manage operational KPIs, staffing levels, organizational structure, and integration across the company for each function.

• Assist Team Success in areas like culture, engagement, team lifecycle processes, and performance frameworks.

• Aid IT in managing infrastructure, cybersecurity, hardware and software provisioning, and providing scalable support.

• Support Recruitment with company-wide hiring strategies, candidate experiences, and the speed of hiring processes.

• Oversee operational governance and international compliance in various regions, including employment structures, contractor frameworks, tax regulations, and legal alignment.

• Create dashboards, reporting schedules, quarterly business reviews, operational rhythms, systems, standards, and scalable infrastructure.

• Advocate for AI integration in hiring processes, IT support, compliance automation, reporting, and knowledge management.

• Assess AI capabilities, collaborate with technical leaders on adoption initiatives, and model AI-forward practices in operations.

⛳️ Requirements

• 8–15 years of operational leadership experience in a services, co-development, or growth-stage technology firm.

• Proven record of successfully completing major cross-functional programs in dynamic environments.

• Experience managing Team Success (HR), IT, and Recruitment functions, or a subset thereof, with accountability for people management.

• Strong experience in aligning across Legal, Finance, HR, IT, and Production sectors.

• Experience in international operations, including employment structures, contractor compliance, and multi-country frameworks.

• Practical application of AI tools in operational tasks and a successful history of implementing them with teams.

• Strong habits in operational reporting and effective executive communication.

• Ability to excel in a fast-paced, high-growth service-oriented business environment.

🏝️ Benefits

• Full-time salaried position.

• Competitive industry benefits in Canada.