Chief Technology & AI Officer

About the job

About the Opportunity:

A rapidly growing digital marketing and coaching business for attorneys nationwide is seeking a Chief Technology & AI Officer. The role focuses on leading technology and AI strategy to support scalable growth and enhance client outcomes.

Responsibilities:

• Own company-wide technology and AI strategy

• Define and maintain long-term architecture for the organization and affiliated entities

• Ensure technology decisions support scalability, leverage, and client results

• Design and implement an agentic operating model

• Architect AI agents across sales, service delivery, finance, operations, and internal reporting

• Define which decisions are automated versus human-led

• Establish a single source of truth for client and operational data

• Ensure real-time updates, notifications, and intelligent recommendations across teams

• Manage governance, security, and compliance, including data security and AI governance standards

• Ensure compliance across all tools, vendors, and integrations

• Set standards for tools and platforms, approve or reject technology investments, and manage the technology budget

• Lead through influence and clarity, avoiding micromanagement

• Collaborate closely with department leaders to redesign workflows and operating models

Requirements:

• 5 to 10+ years in senior technology, platform, or systems architecture roles

• Experience designing and scaling complex, integrated systems

• Strong understanding of AI, automation, and agent-based architectures

• Proven strategic decision-maker beyond implementation

• Experience supporting or integrating multiple business units or acquisitions

• Exceptional communication skills to translate technical vision into business impact

Benefits & Perks:

• Medical, dental, and vision insurance with 75% coverage for employees and their families

• Flexible vacation time to encourage recharging

• Education budget for courses, events, and books

• Company activities, outings, and retreats

• 401(k) plan with a 3% match

• Flexible work style allowing remote work or office presence

Compensation:

• Salary of $250,000 with bonuses, totaling $300,000 OTE