Vice President, IT Enterprise Systems

Navigatr; Toronto; On-site; CAD 150,000 - 250,000; Full time

Job summary

Navigatr is seeking a high-impact Vice President for IT Enterprise Systems who will lead the evaluation, optimization, and integration of business systems across its brands. This role demands a strategic thinker and hands-on leader capable of driving complex enterprise technology solutions to enhance operational efficiency and business value.

Qualifications

• 10+ years of IT leadership, ideally in consulting and in-house roles.
• Strong project management skills with proven ability to lead cross-functional teams.
• Familiarity with Microsoft technologies is a plus.

Responsibilities

• Evaluate and optimize current enterprise platforms for scalability and competitiveness.
• Develop and maintain an enterprise systems roadmap aligned with business priorities.
• Drive the implementation of new systems or enhancements across the portfolio.

Skills

Leadership

Project Management

Change Management

Communication

Influence

Education

Bachelor's in Information Technology or related field

10+ years of progressive IT leadership experience

Tools

CRM Systems

ERP Systems

ETL Integration Platforms

Service Automation Tools

Job description

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Lead Talent Acquisition Specialist | Start-up & Growth Stage Tech

Navigatr Group is seeking a high-impact, execution-driven Vice President, IT Enterprise Systems to lead the enterprise-wide evaluation, optimization, and integration of critical business systems across our portfolio of brands, including Kensington Tours, Ensemble, Travel Edge, and TripArc.

This newly created, head-office-level role focuses on solving complex enterprise-wide technology problems and identifying scalable, best-in-class solutions. It requires a unique blend of strategic thinking, consultative problem-solving, and hands-on execution. The VP, IT Enterprise Systems will assess current-state platforms (including CRM, ERP, ETL/data integration, and service automation), benchmark them against leading market options, and drive the implementation of systems and integrations that unlock operational efficiency and business value.

We have a strong preference for candidates with a consulting background—someone who brings a structured, analytical mindset and has worked with complex client environments. But this is not a strategy-only role. Success requires someone equally comfortable building roadmaps and leading cross-functional teams through hands-on delivery, execution, and change management.

Key Responsibilities

• Evaluate the organization’s current enterprise platforms—including CRM, ERP, ETL/integration tools, and service automation—for fitness, scalability, and market competitiveness.
• Compare systems against best-in-class technologies and provide clear recommendations backed by cost-benefit analysis and business impact.
• Drive forward the implementation of new systems or enhancements across the portfolio; this includes leading integration efforts and ensuring on-time, on-budget execution.

Strategic Planning & Roadmap Development

• Develop and maintain an enterprise systems roadmap that is practical, value-driven, and closely aligned with business priorities.
• Translate strategic direction into clear, actionable initiatives with measurable outcomes.
• Align enterprise technology investments across brands to maximize synergies and eliminate duplication or inefficiencies.
• Ensure smooth integration between proprietary platforms and third-party enterprise systems to support business operations and customer experiences.
• Implement strong governance frameworks and controls, especially around cybersecurity, data protection (e.g., PIPEDA, GDPR), and risk mitigation.
• Partner with compliance, legal, and security stakeholders to ensure that all enterprise systems meet internal and regulatory requirements.

Stakeholder Engagement & Influence

• Engage and influence executive leadership, business stakeholders, and decentralized IT teams to ensure enterprise-wide alignment.
• Build trust and credibility through structured analysis, transparent communication, and consistent delivery of results.
• Lead selection, negotiation, and management of enterprise technology vendors, including system integrators and platform providers.
• Establish performance metrics and ensure accountability for delivery, quality, and ROI.
• Provide hands-on leadership to advance key initiatives—supporting system migration, implementation, and operational rollout.
• Champion change management to ensure successful adoption of new processes and technologies across business units.
• Build and lead a lean, high-performing team responsible for enterprise systems strategy and execution.
• Foster a culture of collaboration, agility, accountability, and innovation consistent with Navigatr’s values.

Qualifications

• 10+ years of progressive IT leadership experience, ideally across consulting and in-house roles focused on enterprise systems.
• Strong preference for candidates with management consulting experience (Big Four or equivalent) working with large, complex organizations.
• Proven ability to assess enterprise-wide technology environments and drive both strategic plans and tactical delivery.
• Deep knowledge of enterprise systems including CRM (e.g., Salesforce, HubSpot), ERP (e.g., NetSuite, Dynamics), ETL/integration platforms, and service automation tools (e.g., ServiceNow, Zendesk).
• Expertise in system architecture, vendor evaluation, integration planning, and program delivery.
• Hands-on approach with strong execution discipline and the ability to manage multiple cross-functional initiatives simultaneously.
• Proven ability to influence across decentralized, matrixed organizations and drive consensus among diverse stakeholders.
• Strong project management, change management, and communication skills.
• Familiarity with Microsoft technologies (e.g., Microsoft 365, Azure, .NET) is an asset.

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Information Technology

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