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 allocations, and measurable results.

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

• Develop AI-driven processes and automated systems utilizing LLMs, automation tools, and knowledge assistants.

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

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

• Spearhead company-wide and client-focused AI adoption strategies, including stakeholder alignment, training, governance, and evaluation.

• Conduct discovery sessions to outline use cases, success metrics, risks, change management requirements, technical specifications, scopes, timelines, and acceptance criteria.

• Coordinate the development of solutions involving data/connectivity, tool selection, integrations, prompt engineering, and rollout planning.

• Formulate change management strategies and collaborate with client leadership to sequence rollouts and showcase ROI.

• Establish evaluation routines, quality assurance processes, safety checks, UAT plans, governance frameworks, and monitoring systems.

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

• Oversee staffing, subcontractors, budgets, scopes, vendors, delivery dashboards, project timelines, and concurrent workstreams.

• Provide updates to the Managing Director of AI and stakeholders regarding progress, risks, and decisions.

• Contribute to AI thought leadership through documentation of best practices, 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, risk, and change management.

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

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

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

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

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

• Experience in preparing polished executive documents and presentations.

• Ability to simplify complex technical concepts into clear business value for non-technical audiences.

• 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, approximately 20–40% of the time.

• Remote-friendly; preference for candidates located in major tech hubs.

🏝️ Benefits

• Performance-based bonuses.

• Potential equity participation.

• Autonomy to lead initiatives.

• Resources provided for success.

• Opportunities for professional growth.

• Clear pathways to increased leadership responsibilities.

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