Chief of Staff – AI

This is a fully remote position, open to applicants in United States, +1 more country.

📋 Description

• Collaborate with the Managing Director of AI and the executive team to convert priorities into structured plans, resource allocation, and measurable outcomes.

• Drive Human Agency's AI transformation strategy, which includes offerings, repeatable frameworks, and best practices.

• Create AI-driven processes and develop automated systems utilizing LLMs, automation platforms, and knowledge assistants.

• Convert AI capabilities into business cases, use cases, implementation roadmaps, briefings, and decision documentation.

• Oversee the complete delivery of various client AI projects from initial discovery to launch and ongoing adoption.

• Spearhead organization-wide and client-wide AI adoption initiatives, focusing on stakeholder alignment, training, governance, and evaluation.

• Coordinate the development of solutions, integrations, prompt engineering, tool selection, and deployment planning.

• Develop evaluation, monitoring, quality assurance, governance, and feedback mechanisms.

• Conduct client check-ins, executive presentations, demonstrations, decision logs, release notes, and enablement initiatives.

• Manage staffing, subcontractors, budgets, project scope, vendors, delivery dashboards, risks, dependencies, and meeting schedules.

• Inform the Managing Director of AI and stakeholders about progress, risks, and decisions.

• Contribute to AI thought leadership through the creation of best-practice documentation, case studies, and insights.

⛳️ Requirements

• 5–7+ years of experience in operations, client services, product/program/project management, strategic support, consulting, or transformation roles with direct responsibility for client-facing delivery.

• Proven success in managing multi-stakeholder projects and organizational change initiatives from start to finish, including scope, timelines, budgets, risk, and change management.

• Practical experience in implementing LLM-enabled solutions, prompt engineering, workflow automation, and knowledge management systems.

• Strong grasp of AI capabilities and limitations, reliability design, and responsible risk management practices.

• Established ability to design repeatable processes and scalable systems.

• Familiarity with no/low-code automation platforms, knowledge bases, and contemporary AI tools.

• High proficiency in Google Workspace, Asana/Notion, Slack, modern web and content tools, and polished executive documentation and presentations.

• Capability to simplify complex technical concepts into clear business advantages for non-technical stakeholders.

• Bachelor's degree or equivalent experience.

• Commitment to ethical practices and responsible AI, emphasizing transparency, human oversight, privacy, and bias mitigation.

• Availability for regular travel of 20–40%.

• Bonus: experience in organizational-level technology rollouts, management consulting, responsible AI considerations, or AI/ML product development.

🏝️ Benefits

• Performance-based bonuses.

• Potential for equity participation.

• Autonomy in leadership roles.

• Resources available to ensure success.

• Opportunities for professional growth.

• Clear pathways toward increased leadership responsibilities.