VCIO Advisor

Dymin Systems, Inc. is a managed service provider in Urbandale, Iowa, serving small and mid‑sized businesses across Central Iowa. Our vCIO service line gives clients a named technology leader for strategy, budgeting, security, and compliance planning.

Dymin Systems is hiring a vCIO Advisor to own day‑to‑day, client‑facing vCIO delivery for an assigned group of clients. The Advisor is the named technology‑strategy lead for those clients, delivering assessments, roadmaps, budgets, security and compliance planning, and recurring executive reviews.

vCIO Advisor

Chief Information Officer

Account management, Service Delivery, Innovations, Security

Urbandale, IA (hybrid; on‑site client meetings across Central Iowa)

Small and mid‑sized businesses served by Dymin's vCIO service line

The Advisor is a consultant and delivery owner, not a help desk escalation point and not a project engineer. Hands‑on remediation belongs to Service Delivery; the Advisor scopes it, sponsors it, and holds it to the roadmap.

The Advisor owns every recurring client‑facing deliverable in the vCIO SOW for an assigned client book.

• Build and maintain a 12 to 36 month technology roadmap per client, tied to business goals and reviewed at least annually.
• Own the annual technology budget: lifecycle replacement, licensing, security spend, and project forecasting.
• Translate client business changes (growth, acquisition, new location, compliance pressure) into technology decisions and scoped work.

• Run onboarding and annual assessments: infrastructure, Microsoft 365 licensing and tenant health, backup and recovery, identity, endpoint, and network.
• Maintain a living risk register per client with owner, severity, and remediation status; elevate unaccepted risk in writing.
• Map client posture to the relevant framework (CIS Controls v8, NIST 800-171, HIPAA Security Rule, PCI DSS, CMMC) as a gap analysis. Framework mapping only; the role makes no legal or compliance attestations.

• Operate Dymin's primary vCIO platform (Cynomi) as the system of record for assessments, policies, and remediation tracking.
• Drive policy, awareness training, incident‑response planning, and tabletop exercises to completion, not just to draft.

• Lead scheduled executive business reviews with client leadership and prepare the materials.
• Serve as the client's named point of contact for strategy, escalations that are strategic in nature, and vendor and licensing questions.
• Write executive‑grade documents: risk assessments, remediation roadmaps, board and leadership summaries.

• Convert roadmap items into scoped work and hand off to Service Delivery with clear acceptance criteria; verify completion against the roadmap.
• Manage client relationships with third‑party vendors (ISP, line‑of‑business software, telecom, hardware) at the advisory level.
• Flag service delivery failures affecting a vCIO client to the CIO and Service Delivery leadership with specifics.

• Track deliverable completion, client satisfaction, and renewal risk for the assigned book.
• Identify expansion opportunities (projects, security services, additional advisory scope) and pass them to account management with a scoped recommendation.

• 7+ years in IT, including 3+ years in a client‑facing advisory, vCIO, consulting, or IT management role in an MSP or professional‑services environment.
• Working depth in Microsoft 365 (Entra , Intune, Defender, licensing and SKU design), Windows Server and…