Demo

Fractional Virtual CISO (vCISO)

Near Shore Cyber
Winchester, VA Contractor
POSTED ON 5/7/2026
AVAILABLE BEFORE 7/6/2026

Engagement: Part-time / contract, ~20 hours per month (occasional months may extend toward 40)

Location: Remote, with periodic travel to Winchester, VA for executive briefings and key meetings

Reports to: The security leadership of our Winchester, Virginia-based client; works directly with the CPA firm's CIO, CTIO, and managing partners

Compensation: $100–$125/hour, 1099 contractor

About the engagement

We are recruiting a dedicated fractional CISO for our Winchester, Virginia-based client, who delivers the security program for a regional CPA firm of about 350 people. This is not a portfolio role. All hours go to the single CPA firm engagement, and the hire owns the firm's information security program end-to-end.

The CPA firm's internal IT team handles day-to-day operations. Our Winchester, Virginia-based client owns security on the firm's behalf, and the hire is the senior face of that program. The CPA firm values continuity and a close advisory relationship with their CISO, so this role suits someone who wants to go deep with one organization rather than rotate across many.

Responsibilities

  • Own the CPA firm's information security strategy, roadmap, governance, and executive reporting
  • Maintain and mature the firm's GLBA / FTC Safeguards Rule and HIPAA compliance posture
  • Serve as the executive-level security voice to the CIO, CTIO, managing partners, and audit/risk committee
  • Lead policy development, risk assessment, third-party risk, and incident response governance
  • Provide principal-level technical advisory on architecture, tooling, and cloud security decisions — security and adjacent technology
  • Partner with the delivery teams of our Winchester, Virginia-based client on tactical execution (pentest scoping, VM strategy, security tooling rollouts)
  • Brief the CPA firm's leadership quarterly and on-demand for major events

Required Experience

  • 7 years in information security leadership, including 3 in a CISO, vCISO, or Director of Security capacity
  • Direct experience supporting CPA firms or comparable professional services environments
  • Working command of GLBA / FTC Safeguards Rule and HIPAA — applied, not just templated
  • Strong technical foundation: substantive engagement on cloud (Microsoft / Azure preferred), endpoint security, network security, and identity
  • Executive presence — able to sit across from a managing partner and earn their trust quickly
  • Willing and able to act as a principal technology advisor on decisions that extend beyond strict security scope

Preferred Experience

  • Active CISSP, CISM, or CCISO
  • Prior in-house experience inside a public accounting firm's IT or risk organization
  • Familiarity with SOC 2 and PCI in adjacent contexts

Compensation

  • $100–$125/hour, 1099 contractor
  • Approximately 20 hours per month, with rare months extending toward 40

Salary : $100 - $125

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