Director of IT

We’re seeking a hands-on IT Director to own technology vision, architecture, and execution. This leader will set the multi-year roadmap, drive AI adoption, oversee cybersecurity, manage all vendors, and ensure our systems scale across offices in the U.S., Canada, and the U.K., * Build and maintain a multi-year technology roadmap.

• Align technology investments with firm growth and operational priorities.
• Conduct systems audits, cost/benefit analysis, and present recommendations to leadership.
• Evaluate, implement, and govern AI tools for legal workflows and back-office automation.
• Create firm-wide AI usage policies and ethical guardrails.
• Train attorneys and staff on responsible AI use.
• Oversee MyCase, Microsoft 365, communication platforms, and legal tech tools.
• Ensure system reliability, integration, and scalability across multi-office operations.
• Manage vendors, negotiate contracts, and monitor SLAs.
• Lead cybersecurity strategy, network reliability, and data protection.
• Maintain disaster recovery and business continuity plans.
• Ensure compliance with U.S. and international privacy requirements.
• Deliver technology and AI training across the firm.
• Drive adoption of new tools and automation.
• Partner with the COO on tech-enabled process improvements.

• 10+ years of progressive technology leadership (CTO, VP Tech, Director IT, Head of Engineering).
• Hands-on experience implementing and governing AI tools.
• Strong cybersecurity and disaster recovery background.
• Vendor management and contract negotiation experience.
• Professional services or regulated industry experience a plus.
• Excellent communication skills; able to translate technical strategy for non-technical audiences.
• Bachelor’s degree required; advanced degree a plus.

Applicants must be authorized to work in the U.S.