Vice President, IT Enterprise Systems

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 

Enterprise Systems Evaluation & Execution 

• 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. 

Cross-Portfolio Technology Alignment 

• 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. 

Governance, Risk & Data Security 

• 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. 

Vendor & Program Management 

• 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. 

Hands-On Leadership & Change Delivery 

• 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. 

Team Leadership & Culture 

• 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.