VP of IT Infrastructure & Operations in Winnipeg

Our mission at Serve is delivering a sustainable future, designed to center people and our communities. Our team is founded by serial entrepreneurs and veteran leaders in robotics and artificial intelligence.

Our values:

• Empower people: We serve our neighborhoods and support local businesses. We go beyond self-interest, always taking our community into account. We empower each other with trust and autonomy, because we think that’s the best way to solve the big problems and to build a sustainable future.
• Be passionate, be authentic, be kind: We are mission-driven. We value each other and our community. We celebrate milestones and moments, both at Serve and in our personal life. We exceed customer expectations and bring joy to our work and to our neighborhoods.

As VP of IT Infrastructure & Operations, you will lead our IT strategy and operations across delivery depots, engineering labs, and corporate offices and subsidiaries. You’ll lead the team and own IT infrastructure, standards, security implementation, and support services that power our daily operations and robotics development. This role balances strategy and execution - scaling systems for rapid growth while ensuring reliability, compliance, and a great user experience.

Responsibilities:

• Define and execute the IT roadmap aligned with Serve’s growth, expansion, and R&D goals, owning budget, vendor selection, contract decisions and key technology investment prioritization.
• Partner with engineering, security, operations, HR, finance, facilities and growth teams to ensure IT enables business expansion and robotics innovation.
• Lead IT planning for new markets, facilities, acquisitions, and major company initiatives.
• M&A - lead IT diligence and IT integration strategy and execution, ensuring a seamless integration phase with minimal disruption to the business.
• Oversee enterprise IT infrastructure, networks, and cloud services with a focus on uptime and scalability.
• Implement collaboration, productivity, and ERP systems that support cross-functional teams.
• Support IoT and edge-device deployments critical to robotics delivery operations.
• Partner with security leaders to define and drive access controls, identity management, segregation of duties, endpoint protections, and incident response.
• Own the implementation, operation, and continuous improvement of IT security controls within the enterprise technology environment.
• Ensure compliance with SOX, SOC 2, GDPR, and related requirements.
• Build, mentor, and scale a high-performing IT team.
• Establish and deliver on SLAs for IT support across offices, labs, and depots.
• Consolidate and lead the management of SaaS applications, vendors and budgets.
• Create automated, frictionless experiences in Identity Access Management, IT Help Desk and Employee Lifecycle Automation.
• Drive continuous improvement in helpdesk and IT services to maximize productivity.

Qualifications:

• 15+ years in IT infrastructure and operations, with 8+ years in leadership.
• Proven experience managing complex, distributed enterprise IT environments in high-growth, tech-driven companies.
• Experience managing live operations across multiple time zones and supporting rapid operational expansion.
• Deep expertise in networking, cloud platforms, identity management, and enterprise systems.
• Track record of hiring and scaling IT teams and infrastructure.
• Excellent communication, leadership and vendor management skills.
• Known for responsiveness, reliability, and strong follow-through: keeps commitments, communicates promptly, and consistently closes the loop with cross-functional partners.