AI Chief of Staff

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Pragmatico

WebsiteLinkedInAll Job Openings

2 - 10 employees

💼 Consulting

🤖 Artificial Intelligence

🤝 B2B

Consulting • Artificial Intelligence • B2B

Pragmatico is an AI change-management and cultural transformation firm that helps mid-market companies become AI-native. They focus on the human side of AI adoption—aligning leadership, building role-based hands-on training, designing behavioral activation and incentives, and embedding AI into operating rhythms through dashboards, policies, and ongoing programs so adoption is measurable and sustained. Pragmatico delivers consulting-led services (leadership alignment, employee training, adoption metrics, and workflow automation) aimed at driving practical ROI from AI across non-technical teams.

📋 Description

• Lead our most important client relationships. Step into priority accounts and become the executive these clients trust on everything AI. • Turn vision into a roadmap they're excited about. Build AI transformation roadmaps mapped to each client's actual business - their economics, their priorities, the KPIs they're measured on. • Make progress happen between meetings. Keep complex change moving when nobody at the client is getting paid to drive it. • Grow the relationships you lead. As you go deeper, you'll see where Pragmatico can do more, scope that work, and bring it to the client. • Bring the field back to the team. You're our eyes and ears with clients. What you learn shapes our products and services. • Build the function, if you want it. You'll sharpen the AI Chief of Staff playbook as you go.

🎯 Requirements

• 8-10+ years in consulting or professional services, with hands-on AI transformation work in the last few years. • You've facilitated C-suite working sessions where executives left feeling they had done the work. You hold the room without dominating it. • You get fluent in a new client's business fast - P&L, revenue model, cost structure, top KPIs, and how the executive team really operates. You've done this across multiple industries. • You produce executive-grade artifacts that hold up in front of a board. • You keep complex engagements moving when nobody's getting paid to drive them. • You hear opportunity in client conversations - the offhand comment that becomes a meaningful new engagement, and you're comfortable scoping and pricing it.

🏖️ Benefits

• Equal Opportunity Employment