vCIO

Posted Yesterday
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Hartford, CT, USA
Hybrid
Entry level
Cloud • Information Technology • Consulting • Cybersecurity
The Role
Provides CIO-level strategic technology consulting to MSP clients, aligning IT roadmaps, budgets, governance, cybersecurity, compliance, infrastructure, and vendor performance with business goals. Leads executive business reviews, advises on technology investments, manages risk and continuity planning, oversees security improvements, and supports client retention and revenue growth through technology initiatives.
Summary Generated by Built In
The Virtual Chief Information Officer (vCIO) serves as a strategic technology advisor for our Managed Service Provider (MSP) clients. The vCIO works closely with client leadership teams to align IT strategies with business objectives, ensuring technology is a driver for growth, innovation, and operational excellence. 
Job requirements
• Proven experience in IT leadership, preferably as a CIO, IT Director, or senior technical consultant.
• Strong understanding of MSP business models and managed services delivery.
• Expertise in cloud services, cybersecurity, compliance frameworks, and infrastructure management.
• Excellent communication skills with the ability to translate technical concepts for business audiences.
• Strong vendor management and negotiation experience.
• Bachelor's degree in Computer Science, Information Systems, or related field (Master’s preferred).
KPIs (Key Performance Indicators) 
• Client satisfaction and retention rates.
• Alignment of IT spend with business objectives.
• Reduction in client risk posture (e.g., compliance gaps closed).
• Technology roadmap milestones achieved.
• Upsell/cross-sell revenue tied to vCIO-led initiatives.
Job responsibilities
• Strategic Planning & Roadmapping
- Develop multi-year IT roadmaps tailored to client business needs.
- Lead Quarterly Business Reviews (QBRs) to evaluate progress and adapt strategies.
- Align technology initiatives with client goals, budgets, and timelines.
 
• Technology Leadership
- Provide CIO-level consulting services for clients without a dedicated CIO.
- Serve as a trusted advisor to executive teams on IT investments and priorities.
- Recommend emerging technologies to foster innovation and competitive advantage.
• IT Governance & Risk Management
- Oversee IT policies, compliance, and security frameworks (HIPAA, GDPR, SOC2, etc.).
- Conduct technology alignment assessments to identify risks and improvement areas.
- Develop disaster recovery and business continuity plans.
• Budgeting & Vendor Management
- Design and manage client IT budgets ensuring cost-effectiveness and ROI.
- Negotiate with vendors and service providers on behalf of clients.
- Monitor vendor performance to meet SLA and business expectations.
• Cybersecurity Oversight
- Advise on security posture improvements and recommend tools for protection.
- Review and oversee implementation of backup, recovery, and endpoint security strategies.
Benefits
  • Competitive pay
  • Quarterly Bonuses
  • Progressive PTO
  • Medical/Dental/Vision/Life/Disability available
  • Tax deferred retirement plan with company match
  • Career Development and Coaching
  • Fun work environment!

Skills Required

  • Proven experience in IT leadership, preferably as a CIO, IT Director, or senior technical consultant
  • Strong understanding of MSP business models and managed services delivery
  • Expertise in cloud services, cybersecurity, compliance frameworks, and infrastructure management
  • Excellent communication skills and ability to translate technical concepts for business audiences
  • Strong vendor management and negotiation experience
  • Bachelor's degree in Computer Science, Information Systems, or a related field
  • Master's degree
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The Company
563 Employees
Year Founded: 2016

What We Do

CompassMSP is a strategic managed IT and cybersecurity partner for small and midsized businesses. Founded in 2016, it provides cloud, security, compliance, and managed IT infrastructure services, including 24/7 monitoring, help desk, patching, SOC monitoring, co-managed IT, and industry-specific compliance support. The company helps organizations keep systems secure, stable, connected, and aligned with business priorities across regulated and professional-service sectors.

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