Virtù Hospitality offers luxury travelers unique experiences in exceptional settings. A luxury vacation rental and property management company, Virtù serves both homeowners and guests with an innovative suite of services designed to simplify and enhance the lives of homeowners and elevate guest experiences. It does so by offering unparalleled services of a five-star boutique combined with the reach, resources, and technology of a global hospitality leader. These services cater to the needs of High-Net-Worth and Ultra-High-Net-Worth individuals and families for their ultra-luxe vacations and vacation homes. With operations in the United States, Mexico, and the Caribbean, Virtù continues to expand its geographic footprint and bespoke service offering and is building a corporate team to support its growth through acquisition and strategic corporate initiatives. The Opportunity Virtu Hospitality is seeking a strategic and business-focused Director, IT, to oversee technology governance, cybersecurity, vendor partnerships, and digital transformation initiatives. Reporting to the President, the Director IT will ensure technology investments drive operational excellence, business growth, scalability, and successful M&A; integration within a largely outsourced IT workplace. In particular, the incumbent will establish IT as a shared service, working with third party consultants and service providers, as well as the business stakeholders to put the foundation in place for a common, integrated operating platform from a technology perspective. Experience supporting multi-site organizations in a services business, in particular property management or hospitality is considered an asset.

Key Responsibilities




• Provide strategic leadership for the organization’s technology function, aligning technology investments, initiatives, and priorities with business objectives, operational requirements, and long-term growth plans.
• Serve as a trusted advisor to senior leadership, delivering insights on technology performance, cybersecurity, risk management, emerging trends, and strategic opportunities.
• Oversee the delivery, reliability, security, and scalability of enterprise infrastructure, cloud environments, business applications, and end-user technologies.
• Lead relationships with external technology partners and service providers, ensuring strong performance, effective service delivery, contractual compliance, and value optimization.
• Drive the selection, implementation, integration, and continuous improvement of business systems and technology solutions to enhance efficiency, automation, and organizational performance.
• Lead technology due diligence, integration planning, and post-acquisition technology initiatives, ensuring successful alignment of systems, applications, vendors, and processes.
• Direct cybersecurity, business continuity, disaster recovery, and technology risk management programs, ensuring appropriate controls, compliance, incident response, and organizational resilience.
• Develop and manage technology budgets, procurement activities, vendor contracts, and technology assets,



ensuring cost-effective investments that support operational and strategic objectives. Selection Criteria
• Bachelor’s degree or diploma in Information Technology, Computer Science, Business Technology, or a related discipline, or an equivalent combination of education, training, and relevant experience.
• Minimum of seven years of progressive information technology experience, including at least three years in a technology leadership capacity with responsibility for strategic planning, service delivery, and business alignment.
• Demonstrated experience managing external technology partners, managed service providers, cybersecurity vendors, and complex vendor relationships, including contracts, service levels, budgeting, and renewals.
• Strong understanding of cloud technologies, Microsoft 365 environments, enterprise infrastructure, cybersecurity, SaaS applications, and technology governance, risk, and business continuity practices.
• Proven success leading technology projects, system implementations, application integrations, and technology transformation initiatives that improve operational effectiveness and business performance.
• Experience managing technology budgets, investments, procurement activities, and cost optimization initiatives while ensuring service quality, security, and value delivery.
• Ability to translate business requirements into practical technology solutions, manage multiple priorities, and effectively coordinate internal stakeholders, vendors, and cross-functional resources in complex and evolving environments. To apply, please submit a resume and cover letter detailing how you meet the position requirements.

📌 Director, IT (Winnipeg)
🏢 Harris Leadership Strategies
📍 Winnipeg