We are seeking a Virtual Chief Information Officer (vCIO) to serve as a trusted technology advisor to our clients’ leadership teams. You will own the strategic technology relationship for a portfolio of clients, translating business priorities into clear technology roadmaps, investment plans, and risk management decisions. You will help executives understand their technology environment, prioritize improvements, and make informed decisions about security, cloud services, governance, and modernization. This role requires robust business judgment, executive communication skills, and sufficient technical depth to guide recommendations and challenge proposed solutions.

Client Strategy and Executive Advisory

- Build trusted relationships with business owners, executives, finance leaders, and compliance stakeholders.
- Understand each client’s business model, growth plans, operational challenges, and risk tolerance.
- Lead strategic business reviews focused on business outcomes, technology risks, investment priorities, and progress.
- Translate complex technology issues into clear recommendations, options, costs, and business implications.
- Advise clients on technology decisions involving growth, acquisitions, office changes, business continuity, and operational improvement.

Technology Roadmaps and Financial Planning





- Develop and maintain multiyear technology roadmaps aligned with each client’s business objectives.
- Prepare technology budgets covering recurring services, licensing, infrastructure, cybersecurity, and planned projects.
- Present investment scenarios with clear costs, benefits, dependencies, and consequences of deferral.
- Maintain visibility into asset lifecycles, vendor renewals, technical debt, and upcoming investment requirements.
- Review roadmaps regularly and adjust priorities as business needs change.

Cybersecurity, Risk, and Governance

- Help clients understand and prioritize cybersecurity, data protection, and business continuity risks.
- Work with Venture’s technical and governance teams to turn assessment findings into practical improvement plans.
- Support technology planning related to audits, regulatory expectations, cyber insurance, and client due diligence.
- Advise on technology policies, data governance, vendor risk, and responsible AI adoption.
- Present material risks to client leadership and document decisions, ownership, and accepted risks.

Internal Alignment and Delivery Oversight

- Work closely with Technical Alignment Managers, service delivery, solution architects, project teams, and

📌 vCIO (Markham)
🏢 Venture Computers of Canada
📍 Markham