Information Security Director (ISD)

Redgrave LLPChantilly, VA
$195,000 - $240,000Remote

About The Position

Redgrave LLP is seeking an Information Security Director to lead, mature, and scale a comprehensive, enterprise-wide information security program. This is an executive ownership role working at the intersection of legal technology, client trust, and emerging AI adoption. The ISD serves as the Firm's principal authority on cybersecurity, AI governance, data protection, and enterprise risk management — accountable for ensuring the confidentiality, integrity, and availability of Firm and client data across all systems, platforms, and emerging technologies. This is a remote position with regular collaboration across time zones.

Requirements

  • 10+ years of progressive experience in information security, including leadership and program ownership roles
  • CISSP (required); CISM or equivalent considered
  • Demonstrated experience leading or scaling a security program; law firm or professional services preferred
  • Strong experience with cloud security, vendor risk, and compliance frameworks
  • Experience with SOC 2 programs and enterprise security tooling in Microsoft environments

Nice To Haves

  • Experience with AI governance frameworks and emerging technology risk
  • Experience leading ISO 27001 certification or gap analysis
  • Familiarity with legal industry technologies and client expectations
  • Experience in high-growth or rapidly scaling environments

Responsibilities

  • Define and execute a Firm-wide cybersecurity strategy aligned with NIST CSF, NIST AI RMF 1.0, ISO 27001, and SOC 2 frameworks
  • Own and continuously mature the Firm's Information Security Management System (ISMS)
  • Lead ISO 27001 gap analysis and establish a roadmap toward certification
  • Develop, maintain, and enforce security policies, standards, procedures, and governance structures
  • Define and track key risk indicators (KRIs), metrics, and reporting frameworks
  • Serve as the Firm's executive owner of AI security and governance
  • Design and implement a scalable AI governance framework, including acceptable use standards, risk-tiering criteria, and data handling controls
  • Evaluate AI tools, platforms, plugins, and agentic workflows prior to deployment
  • Monitor evolving AI risk vectors (e.g., prompt injection, data leakage, MCP connector trust boundaries)
  • Maintain and govern the Firm's AI System Inventory
  • Own the Firm's vendor risk management program, including intake, risk-tiering, assessment, and continuous monitoring
  • Evaluate SOC 2 reports, DPAs, security questionnaires, and subprocessor disclosures
  • Negotiate and maintain contractual security terms and data protection obligations with vendors
  • Respond to client-driven vendor due diligence requests from regulated industries
  • Own the Firm's SOC 2 Type II program, including control maintenance, evidence collection, and auditor engagement
  • Ensure alignment with ABA Formal Opinion 512, client contractual requirements, and applicable regulatory standards
  • Manage cyber insurance processes, including underwriting submissions and renewal strategy
  • Provide executive oversight of security architecture across Microsoft 365 and Azure
  • Oversee Defender for Endpoint, Entra ID, Microsoft Purview, Conditional Access, and Secure Score
  • Own and maintain the Firm's incident response program, including tabletop exercises and response coordination
  • Serve as the Firm's primary cybersecurity advisor to executive leadership and the Management Committee
  • Establish regular reporting on security posture, AI risk, vendor risk exposure, and program maturity
  • Direct and mentor the Information Security Analyst and develop organizational security capability

Benefits

  • Medical coverage
  • Dental coverage
  • Vision coverage
  • 401(k) plan
  • Additional benefits to help you prepare for retirement
  • Free access to Employee Assistance Programs
  • Other programs designed to help you and your family stay healthy, feel secure, and enjoy a positive work/life balance
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