Vice President, Information Systems

Lightspeed Commerce•New York, NY

3d•$250,000 - $320,000•Remote

About The Position

Lightspeed is seeking a Vice President, Information Systems to define and execute the enterprise systems strategy that supports global growth, operational excellence, and business transformation. This role reports to the SVP, Systems & Revenue and leads a global Information Systems organization. The VP will be accountable for the vision, investment strategy, operating model, and performance of the enterprise systems ecosystem, ensuring technology capabilities align with business priorities and support scalable growth. As a senior leader, the VP will drive enterprise-wide transformation, optimize business processes, and influence decisions related to systems, automation, AI, and operational scalability. The role requires balancing long-term strategy with operational excellence to maintain a secure, resilient, cost-effective, and future-ready systems landscape.

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.
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 for 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.
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

Flexible paid time off
Remote work policies
Equity options
Contributions to your 401k
Training opportunities to grow your skills and career
Health and wellness credit
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
Medical insurance
Dental insurance
Wellness programs
Life insurance
Disability insurance
401K plan and match
Paid parental leave top-up
Paid time off