| Location | Cleveland, OH |
| Salary | $50,000–$55,000 Per Year |
Role Purpose The vCIO is responsible for bridging technical strategy, client advisory, solution design, and sales support across the Managed Services organization. This role combines elements of an MSP Solutions Engineer, vCIO, and Sales Engineer to help ensure clients are receiving the right technology guidance, proposed solutions are technically sound, and internal teams are aligned on standards, strategy, and execution. This position serves as a senior technical and strategic resource for both clients and internal teams. The vCIO helps assess client environments, identify risks and opportunities, build technology roadmaps, support proposal development, assist with technical discovery, and guide solution recommendations that align with client business needs and company standards. The role works closely with Sales, Account Management, Directors of Managed IT, the IT Operations Manager, Project Engineers, Help Desk leadership, Compliance resources, and client stakeholders. This position is an individual contributor role and does not have direct reports, but it carries significant influence across client strategy, technical direction, service improvement, and sales support. |
Core Areas of Responsibility
1. Client Technology Strategy and vCIO Support
Serve as a strategic technology advisor for assigned clients and prospects.
Assist in developing client technology roadmaps based on business goals, risks, infrastructure needs, security posture, compliance requirements, and budget considerations.
Participate in client business reviews, technology planning meetings, and strategic discussions.
Help clients understand current technology gaps, future needs, and recommended areas of investment.
Translate technical findings into practical business recommendations that clients can understand and act on.
2. Technical Discovery and Environment Assessment
Conduct technical discovery for prospects and existing clients.
Review client environments to assess infrastructure, network design, Microsoft 365 posture, cybersecurity tools, backup strategy, endpoint management, licensing, and operational maturity.
Identify risks, outdated systems, unsupported technologies, security gaps, and opportunities for improvement.
Document findings clearly and provide recommendations to internal teams and client-facing stakeholders.
Ensure discovery results are accurate, actionable, and aligned with company service standards.
3. Solution Design and Architecture
Design and recommend technical solutions that align with client needs, company standards, and operational supportability.
Support solution development across managed IT services, Microsoft 365 and cloud services, cybersecurity, backup and disaster recovery, network infrastructure, firewalls, switches, wireless, server and endpoint environments, VOIP solutions, and compliance-related technology needs.
Ensure proposed solutions are technically accurate, scalable, supportable, and aligned with the MSP’s preferred technology stack.
Collaborate with project and service teams to validate solution feasibility before proposal delivery.
4. Sales Engineering and Proposal Support
Support the sales team during technical conversations, discovery meetings, demos, and proposal development.
Help explain technical solutions, scope, value, and business impact to prospects and clients.
Provide technical input for proposals, statements of work, project scopes, and solution recommendations.
Assist in identifying upsell, cross-sell, and standardization opportunities within existing client environments.
Help ensure proposals are technically accurate and do not create unnecessary service delivery risk after the sale.
5. Client Roadmaps and Technology Planning
Build and maintain technology roadmap recommendations for key clients.
Prioritize recommendations based on risk, business impact, budget, lifecycle needs, security requirements, and client goals.
Coordinate with account management and leadership to align client strategy with service delivery and project planning.
Help clients plan for hardware refreshes, licensing changes, security improvements, cloud adoption, compliance needs, and infrastructure upgrades.
Ensure roadmap items are clearly documented, reviewed, and converted into actionable opportunities when appropriate.
6. Standards, Stack Alignment, and Best Practices
Help define and reinforce the company’s preferred technology standards and solution stack.
Evaluate whether recommended solutions align with internal support capabilities, vendor relationships, security standards, and operational processes.
Identify areas where clients are outside of standard and recommend paths toward better alignment.
Work with internal leadership to improve standard offerings, solution templates, proposal language, and technical recommendations.
Support consistency in how solutions are designed, sold, implemented, and supported.
7. Technical Escalation and Advisory Support
Serve as a senior technical resource for complex client strategy, design, or solution-related questions.
Assist internal teams when technical direction, design validation, or solution decision-making is needed.
Support client-facing technical escalations when strategic guidance or senior technical communication is required.
Help clarify whether an issue is a support problem, project need, strategic risk, or sales opportunity.
Provide guidance that helps internal teams make better technical and business decisions.
8. Sales-to-Operations Handoff
Ensure sold solutions are properly communicated to project, service, and operations teams.
Support clean handoff from sales to project delivery by documenting scope, assumptions, technical requirements, client expectations, and risks.
Help reduce misalignment between what was sold and what must be implemented or supported.
Participate in internal kickoff discussions when needed for larger or more complex opportunities.
Ensure the client experience remains consistent from discovery through proposal, approval, implementation, and ongoing support.
9. Cross-Functional Collaboration
Work closely with Sales, Account Management, IT Operations, Project Engineering, Help Desk, Compliance, and Managed Services leadership.
Partner with the IT Operations Manager to ensure proposed solutions are operationally supportable.
Partner with Directors of Managed IT to align recommendations with company strategy, profitability, and service standards.
Coordinate with Project Engineers to confirm implementation requirements and technical approach.
Work with Compliance resources when client needs involve CMMC, HIPAA, NIST, cybersecurity frameworks, or audit readiness.
10. Continuous Improvement and Business Enablement
Identify trends across client environments that may indicate service gaps, tool needs, standardization opportunities, or new offering potential.
Recommend improvements to sales processes, discovery templates, solution standards, roadmap formats, and handoff procedures.
Help improve the organization’s ability to sell, deliver, and support solutions consistently.
Stay informed on relevant MSP technologies, vendor offerings, cybersecurity trends, compliance needs, and client business challenges.
Support the company’s growth by helping convert technical expertise into client value and operationally sound solutions.
Leadership Expectations
The vCIO is expected to:
Lead through technical credibility, business understanding, and sound judgment
Communicate clearly with both technical and non-technical audiences
Balance client needs, sales goals, operational supportability, and company standards
Provide practical recommendations that clients can understand and trust
Help prevent poorly scoped or unsupported solutions from being sold
Collaborate effectively across sales, service, project, and leadership teams
Identify risks early and communicate them constructively
Represent the company professionally in client-facing strategic and technical conversations
Internal Working Relationships
This role works closely with:
Directors of Managed IT
IT Operations Manager
Sales team
Account Managers
Project Managers / Project Coordinators
Project Engineers
Solutions Engineer
Help Desk leadership
Compliance Engineer
Cabling and field service teams when infrastructure design is involved
Vendor partners and distributors
Client leadership and technical stakeholders
Success in This Role Looks Like
Success in this role includes:
Clients receive clear, valuable, and business-aligned technology guidance
Proposed solutions are technically accurate, supportable, and aligned with company standards
Sales has strong technical support during discovery, proposals, and client conversations
Client roadmaps are documented, actionable, and tied to meaningful business outcomes
Project and service teams receive clean handoffs with fewer scope gaps or surprises
Internal teams trust this role for senior technical guidance and solution validation
Clients view the company as a strategic technology partner, not just a support provider
Recommendations lead to better client outcomes, stronger retention, and increased project opportunities
Reporting Structure
Reports To: | Director of Managed Services / Directors of Managed IT |
Direct Reports: | None |
Internal Focus Areas
This role is primarily accountable for:
Client technology strategy
vCIO-style advisory support
Technical discovery and environment assessments
Solution design and architecture
Sales engineering and proposal support
Client roadmap development
Standards and stack alignment
Sales-to-operations handoff
Cross-functional technical collaboration
Continuous improvement of solution and advisory processes
Compensation:
$50,000 - $55,000 base annual salary
Potential up to $45,000 annual commissions