Virtual Client Information Officer (vCIO)

Charles IT • Stamford, CT

5d • Hybrid

About The Position

Charles IT is seeking an experienced Virtual Client Information Officer (vCIO) to provide strategic technology leadership and technical oversight for managed services clients. The role evaluates and optimizes client IT environments, develops long-term technology strategies, and aligns infrastructure, security, and operational initiatives with organizational objectives. The vCIO serves as a trusted technical advisor to executive stakeholders and partners with internal engineering teams to advance infrastructure improvements, mitigate risk, and modernize technology.

The role includes developing IT roadmaps, assessing client technology environments, guiding modernization and cloud initiatives, leading executive technology reviews, and overseeing IT budgets and forecasting. It also involves assessing security and governance, coordinating infrastructure projects, identifying risks and optimization opportunities, maintaining technical standards and documentation, and mentoring internal technical personnel. The anticipated schedule is approximately 47 hours per week, and occasional evening client meetings, dinners, and industry events may be required. The role becomes eligible for a hybrid work schedule after a successful 60-day onboarding period.

Requirements

• At least 5 years of experience in IT consulting, technical account management, infrastructure engineering, or IT leadership.
• Demonstrated experience developing IT strategies, managing infrastructure budgets, conducting technology assessments, and advising C-suite stakeholders.
• Strong understanding of IT infrastructure, including network architecture, server environments, virtualization, cloud technologies, endpoint management, and cybersecurity practices.
• Ability to translate complex technical requirements into scalable IT solutions that support business objectives and operational efficiency.
• Experience with IT service management platforms and technologies such as ConnectWise, Cisco, Meraki, Datto, VMware, Microsoft 365, and macOS environments.
• Ability to manage multiple client initiatives, prioritize technical requirements, and coordinate cross-functional resources in a fast-paced environment.
• Strong analytical, organizational, and problem-solving skills; ability to work independently and manage competing priorities.
• Ability to support an anticipated schedule of approximately 47 hours per week and occasional evening client meetings, dinners, and industry events.
• Must successfully pass a background check and possess a valid U.S. driver's license.

Nice To Haves

• Experience in a Managed Service Provider (MSP) environment is preferred.
• Industry-recognized certifications such as MCSA, VCP, CCNA, or equivalent technical credentials are preferred.

Responsibilities

• Develop and execute strategic IT roadmaps aligned with infrastructure investments, technology initiatives, and business objectives.
• Evaluate client IT environments, including network architecture, server infrastructure, cloud platforms, endpoint management, and cybersecurity controls, to identify performance gaps and optimization opportunities.
• Provide technical leadership on infrastructure modernization, system migrations, cloud adoption, and technology lifecycle management.
• Lead executive-level technology reviews, presenting infrastructure assessments, risk analysis, budget recommendations, and strategic initiatives to client stakeholders.
• Oversee IT budgeting, technology forecasting, resource allocation, and capital expenditure planning.
• Assess and strengthen client security postures in alignment with industry frameworks, regulatory requirements, and IT governance practices.
• Partner with technical teams to scope, prioritize, and oversee infrastructure projects, ensuring solutions meet client requirements and operational standards.
• Identify technology risks, infrastructure deficiencies, and opportunities to improve system reliability, scalability, security, and performance.
• Establish and maintain technical standards, documentation practices, and IT best practices across assigned client environments.
• Mentor internal technical personnel and collaborate across departments to support consistent service delivery and technical excellence.
• Perform other duties as assigned.
• Support occasional evening client meetings, dinners, and industry events.

Benefits

• 401(k) plan with employer contributions
• Performance-based incentive opportunities
• Employee discount and savings offerings
• Paid time off (PTO)
• Paid holidays
• Paid parental leave
• Work-from-home bank
• Hybrid work schedule eligibility after successful completion of a 60-day onboarding period
• Medical insurance
• Dental coverage
• Vision coverage
• Employer-paid life insurance
• Short- and long-term disability insurance
• Flexible Spending Accounts (FSA)
• Well-being resources and support programs
• Structured career progression plans
• Certification incentives with direct dollar-amount pay increases for approved industry certifications
• Employer-paid dry-cleaning services
• Friday team lunches
• Corporate concierge services
• Dog-friendly office
• Team-building events and company-sponsored activities

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed