Technology Strategist & Advisor

About the Role

We are seeking an experienced Technology Strategist & Advisor to guide law firms, healthcare organizations, and government agencies through complex digital transformation initiatives.

This role serves as a trusted advisor to executive leadership—managing partners, agency directors, CIOs, CTOs, and compliance officers—ensuring technology investments enhance security, operational efficiency, regulatory compliance, and long-term institutional resilience.

While this role operates in a hybrid work model, consultants and advisors are expected to attend client sites when required to support project delivery, stakeholder engagement, workshops, or other client collaboration.

The ideal candidate understands the unique pressures of highly regulated, confidentiality-driven environments and brings a vendor-neutral, strategic perspective to modernization efforts.

Key Responsibilities

Strategic Technology Planning

• Develop 3–5 year technology roadmaps aligned with institutional strategy and regulatory obligations
• Conduct comprehensive assessments of IT infrastructure, legacy systems, and governance frameworks
• Design enterprise architecture strategies that prioritize security, scalability, and compliance

Executive Advisory

Advise leadership teams on modernization initiatives including:

• Cloud migration and hybrid environments
• AI and automation in legal and clinical workflows
• Case management, practice management, and EHR optimization
• Cybersecurity risk posture and data protection strategy

Prepare executive briefings, risk assessments, and board-level recommendations

Digital Transformation Leadership

• Lead modernization of legacy systems and mission-critical applications
• Support transitions to secure cloud environments (AWS, Azure, Gov Cloud, etc.)
• Oversee integration of analytics, automation, and AI tools while ensuring compliance safeguards

Regulatory & Compliance Oversight

Ensure alignment with applicable frameworks and regulations, including:

• HIPAA and HITECH (healthcare)
• CJIS and public sector data standards (government)
• ABA and client confidentiality requirements (legal)
• SOC 2, ISO 27001, NIST, and other governance standards

Conduct risk assessments and implement controls to safeguard sensitive data

Vendor-Neutral Evaluation & Procurement Support

• Evaluate legal practice management, case management, EHR, and document management systems
• Oversee vendor selection, RFP processes, contract review, and implementation governance
• Ensure procurement decisions align with long-term strategic and compliance objectives

Cost Optimization & Operational Efficiency

• Analyze IT spend and identify opportunities to reduce overhead while improving service delivery
• Align technology investments with measurable ROI and mission outcomes

Cross-Functional Leadership

• Act as liaison between technical teams, legal/clinical/administrative leadership, and compliance officers
• Translate complex technical topics into clear business and operational impact
• Support change management and adoption initiatives across diverse stakeholder groups

Required Skills & Qualifications

Technical Expertise

• Strong understanding of IT infrastructure, cloud architecture (AWS, Azure), and cybersecurity best practices
• Experience securing high-confidentiality environments handling PHI, PII, CJIS, or privileged legal data

Familiarity with enterprise systems in legal, healthcare, or public-sector settings

Regulatory & Risk Knowledge

• Deep knowledge of data governance, privacy regulations, and compliance frameworks
• Experience implementing NIST, ISO 27001, SOC 2, HIPAA, or comparable standards

Business & Institutional Acumen

• Ability to balance modernization goals with budget constraints and regulatory mandates
• Experience aligning technology investments with public service, client service, or patient care outcomes

Communication & Advisory Skills

• Exceptional ability to advise executive leadership and governing boards
• Skilled in preparing risk reports, executive summaries, and strategic roadmaps
• Strong facilitation skills across technical and non-technical stakeholders

Education & Experience

• Bachelor’s degree in Computer Science, Information Technology, Engineering, Public…