Pragmatico helps companies transform the culture around AI so that its use becomes a daily habit, enabling them to achieve productivity gains quickly. We're a values-driven company led by exited founders, already cash-flow positive and well-capitalized. This is your chance to get in on the ground floor to shape how we deliver transformation, grow alongside a rapidly scaling company, and help organizations fundamentally reimagine how they work.
As an AI Strategist, you'll work directly with executive teams and their organizations to guide them through the most significant technological shift of our generation. You'll have the autonomy to define how we serve clients, the visibility to establish yourself as a leader in this space, and the impact of transforming how companies adopt AI.
Responsibilities
Lead end-to-end client transformations through Pragmatico'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 - you're 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 our methodology based on client needs and emerging best practices, contributing to the continuous improvement of our 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 - you know that 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 - you 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 Pragmatico
Pragmatico 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. Pragmatico's mission is to make AI adoption human, practical, and permanent. Learn more at www.pragmatico.ai.
Equal Opportunity Statement
Pragmatico 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.
Skills Required
- Deep understanding of organizational change management
- Proven ability to build relationships and credibility with senior executives and stakeholders
- Strong business acumen and ability to connect AI capabilities to business outcomes
- Exceptional communication skills, able to make complex ideas accessible
- Hands-on fluency with AI tools and their practical business applications
- Track record of delivering measurable results in client-facing roles
- Natural coaching ability and passion for developing others
- Entrepreneurial mindset and adaptability to thrive in a fast-moving startup
What We Do
Pragmatico is an AI cultural transformation company that helps mid-market companies become AI-native. They provide a systematic approach to AI adoption, encompassing vision, policy, psychological safety, and training to embed AI as a core organizational capability, ensuring the transition is human, practical, and permanent.
