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 pivotal role focuses on leading technology and AI strategy to support scalable growth and enhance client outcomes for the organization and its affiliated entities.

Key Responsibilities

• Own and define the company-wide technology and AI strategy.
• Maintain a long-term architecture that supports scalability and client results.
• Design and implement an agentic operating model across various departments.
• Architect AI agents for sales, service delivery, finance, operations, and internal reporting.
• Determine which decisions are automated versus human-led for optimal efficiency.
• Establish a single, authoritative source of truth for all client and operational data.
• Ensure real-time data updates, notifications, and intelligent recommendations for all teams.
• Manage comprehensive governance, security, and compliance, including data security and AI governance standards.
• Ensure compliance across all technology tools, vendors, and integrations.
• Set standards for technology platforms, approve investments, and manage the technology budget.
• Lead effectively through influence and clarity, fostering autonomy over micromanagement.
• Collaborate closely with department leaders to redesign workflows and operating models.

Requirements

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

Benefits & Perks

• Medical, dental, and vision insurance with 75% coverage for employees and their families.
• Flexible vacation time for recharging and personal well-being.
• Dedicated education budget for continuous learning through courses, events, and books.
• Engaging company activities, outings, and retreats.
• 401(k) plan with a 3% company match.
• Flexible work style, allowing for remote work or office presence.

Compensation

The compensation for the Chief Technology & AI Officer role includes a base salary of $250,000, with additional bonuses bringing the On-Target Earnings (OTE) to $300,000.

Key skills/competency

• AI Strategy
• Technology Architecture
• System Scalability
• Automation
• Agent-Based Architectures
• Data Governance
• Cybersecurity
• Strategic Leadership
• Workflow Redesign
• Business Integration