Chief of Staff – AI

This is a fully remote position, open to applicants in United States, +2 more locations.

📋 Description

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

• Spearhead Human Agency's AI transformation approach, encompassing service offerings, repeatable frameworks, and industry best practices.

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

• Convert AI capabilities into business cases, use cases, implementation roadmaps, executive briefings, decision memos, and presentations.

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

• Direct enterprise-wide and client-specific AI adoption efforts, including stakeholder alignment, training, governance, and performance measurement.

• Manage solution development involving data/connectivity, tool selection, integrations, prompt engineering, and rollout planning.

• Design change management strategies and collaborate with client leadership to sequence rollouts and demonstrate return on investment (ROI).

• Establish evaluation, quality assurance, safety, governance, monitoring, and continuous improvement systems.

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

• Oversee staffing, subcontractors, budgets, scopes, vendors, delivery dashboards, risks, dependencies, and meeting schedules.

• Provide timely updates to the Managing Director of AI and relevant stakeholders.

• 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 track record in leading multi-stakeholder projects and organizational change initiatives from start to finish, including scope, timelines, budgets, risks, 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.

• Demonstrated ability to create repeatable processes and systems that can scale beyond individual projects.

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

• High proficiency in Google Workspace, Asana/Notion, Slack, and current web and content tools.

• Experience in preparing polished executive documents and presentations.

• Ability to articulate complex technical concepts into clear business benefits for non-technical audiences.

• Bachelor's degree or equivalent experience.

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

• Willingness to travel regularly, approximately 20–40% of the time.

• Remote-friendly position, with a preference for candidates located in major technology hubs.

🏝️ Benefits

• Performance-based bonuses.

• Potential for equity participation.

• Autonomy in leadership roles.

• Resources available to ensure success.

• Opportunities for personal and professional growth.

• Defined pathways to enhanced leadership responsibilities.