Chief Technology & AI Officer

About the Opportunity:

A rapidly growing digital marketing and coaching business for attorneys nationwide is seeking a Chief Technology & AI Officer. This strategic role focuses on leading technology and AI strategy to support scalable growth and enhance client outcomes within the organization and its affiliated entities.

Responsibilities:

• Own company-wide technology and AI strategy, defining and maintaining a long-term architecture.
• Ensure all technology decisions support scalability, leverage, and superior client results.
• Design and implement an agentic operating model and architect AI agents across critical business functions like sales, service delivery, finance, operations, and internal reporting.
• Define automation versus human-led decision-making processes.
• Establish a single source of truth for client and operational data, ensuring real-time updates, notifications, and intelligent recommendations across teams.
• Manage governance, security, and compliance, including data security and AI governance standards across all tools, vendors, and integrations.
• Set standards for tools and platforms, approve or reject technology investments, and manage the technology budget effectively.
• Lead through influence and clarity, fostering collaboration with department leaders to redesign workflows and operating models without micromanagement.

Requirements:

• 5 to 10+ years in senior technology, platform, or systems architecture roles.
• Extensive experience designing and scaling complex, integrated systems.
• Strong understanding of AI, automation, and agent-based architectures.
• Proven strategic decision-maker with a track record beyond mere implementation.
• Experience supporting or integrating multiple business units or acquisitions.
• Exceptional communication skills, able to translate complex technical vision into clear business impact.

Benefits & Perks:

• Medical, dental, and vision insurance with 75% coverage for employees and their families.
• Flexible vacation time to encourage regular recharging and work-life balance.
• Education budget for continuous learning through courses, events, and books.
• Engaging company activities, outings, and retreats to foster team cohesion.
• 401(k) plan with a 3% company match.
• Flexible work style allowing remote work or office presence.

Compensation:

Salary of $250,000 with performance-based bonuses, totaling $300,000 OTE.

Key Skills/Competency:

• Technology Strategy
• AI Architecture
• Systems Integration
• Scalability Solutions
• Data Governance
• Cybersecurity
• Automation
• Strategic Leadership
• Budget Management
• Workflow Optimization