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 actionable plans, resource allocations, and measurable outcomes.

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

• Develop and construct AI-enabled processes, automated engines, prompts, playbooks, knowledge bases, and scalable systems.

• Execute no/low-code automation utilizing tools like Zapier, Make, and Airtable.

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

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

• Perform discovery, outline use cases and success metrics, evaluate risks and technical requirements, and formulate scopes, timelines, and acceptance criteria.

• Manage solution development, integrations, prompt engineering, tool selection, and rollout strategies.

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

• Establish evaluation, quality assurance, governance, monitoring, safety, guardrail, and user acceptance testing (UAT) processes.

• Conduct client check-ins, executive presentations, demos, decision logs, release notes, and provide recommendations.

• Generate user guides, FAQs, training programs, and governance playbooks.

• Design and enhance the AI work operating system from intake through to measurement.

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

• Prepare executive briefings and reports for the Managing Director of AI and relevant stakeholders.

• 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 accountability for client-facing delivery.

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

• Demonstrated ability to create repeatable processes and scalable systems.

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

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

• Capability to convey complex technical concepts in clear business terms 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.

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

🏝️ Benefits

• Performance-based bonuses.

• Potential equity participation.

• Autonomy to lead.

• Resources available for success.

• Opportunities for professional growth.

• Clear pathways to increased leadership responsibilities.

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