Vice President of Information Systems

Lightspeed Commerce, Inc. • Montreal, QC

6d • Remote

About The Position

We’re looking for a Vice President, Information Systems to join our team at Lightspeed. In this role, you will define and execute the enterprise systems strategy that enables Lightspeed’s global growth, operational excellence, and business transformation agenda. Reporting to the SVP, Systems & Revenue, you will lead a global Information Systems organization spanning product management, engineering, enablement, support, governance, and enterprise platforms. You will be accountable for the vision, investment strategy, operating model, and performance of Lightspeed’s enterprise systems ecosystem, ensuring technology capabilities effectively support business priorities, scalable growth, and organizational efficiency. As a senior leader and strategic partner to the executive team, you will drive enterprise-wide transformation initiatives, optimize business processes, and influence company-wide decisions related to systems, automation, AI enablement, and operational scalability. You will balance long-term strategic planning with operational excellence, ensuring Lightspeed's systems landscape remains secure, resilient, cost-effective, and positioned for future growth.

Requirements

• Bachelor’s degree in Information Technology, Business Administration, Management, or a related field.
• 15+ years of progressive leadership experience across Information Systems, Enterprise Applications, Business Systems, Technology Operations, or related functions.
• Experience leading large-scale enterprise systems organizations through multiple layers of leadership.
• Proven success defining enterprise technology strategy and leading complex business transformation initiatives.
• Experience managing significant operating budgets, technology investment portfolios, and strategic vendor relationships.
• Experience leveraging automation, AI, and modern enterprise platforms to drive business outcomes
• Strong business acumen with the ability to translate organizational priorities into scalable systems and processes.
• Strong decision-making and prioritization skills in complex, fast-paced environments.
• Experience leading organizational change, transformation, and continuous improvement initiatives.
• Strong analytical and problem-solving mindset with a data-informed approach to decision-making.
• Ability to navigate ambiguity, manage competing priorities, and drive alignment across diverse stakeholder groups.
• Excellent communication and executive presentation skills .
• Excellent English written and verbal communication skills. As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position.
• Deep understanding of enterprise systems, governance, service delivery, and business operations.

Responsibilities

• Define and execute Lightspeed's multi-year systems strategy in alignment with corporate objectives, growth plans, and transformation priorities.
• Lead enterprise-wide transformation initiatives that simplify business processes, improve scalability, and increase organizational effectiveness.
• Champion adoption of AI, automation, and emerging technologies to improve employee productivity, business effectiveness, and operational performance.
• Ensure enterprise systems capabilities support future growth, acquisitions, geographic expansion, and evolving business models.
• Establish governance, prioritization, and operation frameworks that ensure effective decision-making, resource allocation, and delivery standards across the IS portfolio.
• Own the Information Systems operating budget, investment portfolio, and resource planning process.
• Drive optimization of technology spend while balancing innovation, scalability, and operational reliability.
• Ensure enterprise systems investments deliver measurable business outcomes and return on investment.
• Lead executive-level vendor negotiations and strategic technology partnership decisions.
• Provide leadership and oversight across enterprise systems initiatives, balancing business value, operational stability, compliance, and technical sustainability.
• Monitor portfolio performance, key risks, dependencies, and resource allocation taking action to address issues and optimize outcomes.
• Serve as the executive advisor to senior leadership on enterprise systems strategy, digital transformation, automation opportunities, and operational scalability.
• Influence organizational decision-making through data-driven recommendations and strategic insights.
• Build strong partnerships with cross-functional leaders across Finance, Revenue, Operations, People, and Technology teams to ensure enterprise systems effectively support organizational goals and operational needs.
• Ensure enterprise systems and platforms effectively support revenue generation, customer operations, and internal business functions.
• Drive adoption, effectiveness, and business value realization across Information Systems capabilities and services.
• Partner with Data, Product, and Technology organizations to align enterprise systems with broader company AI, analytics, and automation strategies.
• Drive continuous improvement across Information Systems processes, workflows, services and ways of working.
• Ensure operational stability, compliance, scalability, and documentation standards are maintained.
• Establish performance measures and operating rhythms that promote accountability, transparency, and continuous improvement.
• Lead and develop a global organization through senior leaders across product management, engineering, enablement, support, governance, and enterprise platforms.
• Define and evolve the organizational structure, operating model, and talent strategy required to support future business growth.
• Build leadership capability and succession plans for critical roles across the Information Systems organization.
• Foster a high-performance culture focused on accountability, innovation, customer outcomes, operational excellence, and continuous learning.

Benefits

• A flexible work environment that empowers you to do your best work
• A culture that celebrates performance
• The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
• Career-defining opportunities
• Flexible paid time off and remote work policies
• Equity options, because this is your company too
• Contributions to your pension plan. Your future matters
• Training opportunities to grow your skills and career
• Health and wellness credit so you feel your best
• Time off to volunteer and give back to your community
• Interest groups, employee led networks, social committees to sponsored sports teams
• Computer purchase program to get your personal MacBook
• Enhanced parental leave to support growing families

What This Job Offers

• Job Type: Full-time
• Career Level: Executive