AI Strategist at Rockstar in Remote

Rockstar is recruiting for a values-driven company led by exited founders that helps organizations transform their culture around AI so that its use becomes a daily habit, enabling them to achieve productivity gains quickly. The company is already cash-flow positive and well-capitalized, offering a ground-floor opportunity to shape how AI transformation is delivered, grow alongside a rapidly scaling company, and help organizations fundamentally reimagine how they work.

As an AI Strategist, the selected candidate will work directly with executive teams and their organizations to guide them through the most significant technological shift of our generation. This role offers the autonomy to define how clients are served, the visibility to establish oneself as a leader in this space, and the impact of transforming how companies adopt AI.

Responsibilities

• Lead end-to-end client transformations through the company's adoption system, from initial leadership alignment through organization-wide rollout and sustained adoption
• Serve as the strategic quarterback for complex, multi-month client engagements - part consultant, part coach, part project quarterback, combining strategy with hands-on delivery
• Build trusted advisor relationships with client leadership teams, understanding their business challenges and translating them into actionable AI transformation strategies
• Adapt and evolve the methodology based on client needs and emerging best practices, contributing to the continuous improvement of the approach
• Guide change management efforts that address the human side of AI adoption, including building psychological safety, overcoming resistance, and creating sustainable behavioral change
• Collaborate cross-functionally with trainers, project managers, and leadership to ensure seamless client experiences
• Monitor client engagement progress against established KPIs and milestones, providing regular reporting to internal leadership and client stakeholders

Qualifications

• Deep understanding of organizational change management - AI transformation is about people and culture, not just AI tools
• Proven ability to build relationships and credibility with senior executives and stakeholders
• Strong business acumen and the ability to connect AI capabilities to tangible business outcomes
• Exceptional communication skills - can make complex ideas accessible and compelling to diverse audiences
• Hands-on fluency with AI tools and understanding of their practical applications across business functions
• Track record of delivering measurable results in client-facing roles
• Natural coaching ability and passion for developing others
• Entrepreneurial mindset with the adaptability to thrive in a fast-moving startup environment

About the Company

The company transforms mid-market companies into AI-native to win in the AI economy. Founded by exited, operational business leaders, the firm guides companies through every stage of AI transformation: AI vision, policy, psychological safety, training/upskilling, and adoption and ROI analytics. The company's mission is to make AI adoption human, practical, and permanent.

Equal Opportunity Statement

The company is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to gender, age, race, religion, or any other classification that is protected by applicable law.