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 strategic priorities into structured plans, resource allocation, and measurable results.

• Spearhead Human Agency's AI transformation methodology, encompassing service offerings, standardized frameworks, and best practices.

• Develop AI-enhanced processes and automated systems utilizing LLMs, automation platforms, and knowledge assistants.

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

• Establish consistent AI implementation processes, including prompts, playbooks, knowledge bases, evaluation routines, and governance frameworks.

• Execute lightweight no/low-code automation and create monitoring and feedback mechanisms.

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

• Drive company-wide and client-specific AI adoption initiatives, focusing on stakeholder alignment, training, governance, and performance measurement.

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

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

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

• Facilitate client check-ins, executive presentations, demonstrations, decision logs, release notes, user guides, FAQs, training sessions, and governance playbooks.

• Supervise staffing, subcontractors, budgets, scope management, vendors, delivery dashboards, risks, dependencies, and meeting schedules.

• Create executive-ready communications and deliver prompt reporting to the Managing Director of AI and relevant stakeholders.

• Contribute to AI thought leadership via best-practice documentation, case studies, and strategic 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 leading multi-stakeholder projects and organizational change initiatives from start to finish, including scope management, timelines, budgets, risk assessment, and change management.

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

• Solid understanding of AI capabilities and limitations, reliability design, and responsible risk management practices.

• Demonstrated ability to create scalable, repeatable processes and systems beyond individual projects.

• Familiarity with no/low-code automation platforms like Zapier or n8n, as well as knowledge bases and contemporary AI tools.

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

• Experience in preparing polished executive-level documents and presentations.

• Exceptional skill in translating complex technical concepts into clear business value for non-technical stakeholders.

• Bachelor's degree or equivalent experience.

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

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

• An advanced degree in business, technology, or a related field is advantageous.

🏝️ Benefits

• Performance-based bonuses.

• Potential for equity participation.

• Freedom to lead initiatives.

• Resources available for success.

• Opportunities for personal growth.

• Clear pathways to increased leadership responsibilities.

• Remote-friendly work arrangements.

• Regular travel opportunities for client interactions, organizational rollouts, and events.