Virtual Client Information Officer (vCIO)

Charles IT•Chesapeake, VA
•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 ensures infrastructure, security, and operational initiatives align with organizational objectives. The vCIO serves as a trusted technical advisor to executive stakeholders and partners with internal engineering teams to drive infrastructure improvements, risk mitigation, and technology modernization. The position involves developing IT roadmaps, assessing client environments, guiding modernization and cloud initiatives, presenting technology reviews and recommendations, overseeing budgets and resource planning, strengthening security, and coordinating infrastructure projects. It also includes establishing technical standards and documentation practices, mentoring technical personnel, and supporting consistent service delivery. The anticipated schedule is approximately 47 hours per week, with occasional evening client meetings, dinners, and industry events. The role becomes eligible for a hybrid work schedule after a successful 60-day onboarding period. Charles IT describes its culture as guided by exceptional service, continuous improvement, passionate people, and honest and forthright conduct. It is committed to an inclusive and respectful workplace and equal employment opportunities.

Requirements

  • At least 5 years of experience in IT consulting, technical account management, infrastructure engineering, or IT leadership; preferably in a Managed Service Provider (MSP) environment.
  • 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, with the ability to work independently and manage competing priorities.
  • Ability to support occasional evening client meetings, dinners, and industry events; anticipated work schedule is approximately 47 hours per week.
  • Must successfully pass a background check and possess a valid U.S. driver's license.

Nice To Haves

  • Industry-recognized certifications such as MCSA, VCP, CCNA, or equivalent technical credentials are preferred.

Responsibilities

  • Develop and execute strategic IT roadmaps that align 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 and guidance 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 through alignment with industry frameworks, regulatory requirements, and established 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.

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 (WFH) bank
  • Hybrid work schedule eligibility after successful completion of a 60-day onboarding period
  • Medical, dental, and 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
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