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 outcomes.

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

• Develop and construct AI-driven systems, automated engines, prompts, playbooks, knowledge repositories, and low/no-code automation solutions.

• Formulate discovery frameworks, solution architectures, evaluation processes, governance models, monitoring systems, and feedback mechanisms.

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

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

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

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

• Establish quality assurance, safety checks, user acceptance testing plans, evaluation metrics, cost tracking, and cycles for continuous improvement.

• Facilitate client meetings, executive presentations, demonstrations, decision logs, release notes, user manuals, FAQs, training sessions, and governance documentation.

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

• Communicate updates, risks, and decisions to the Managing Director of AI and relevant stakeholders.

• Contribute to AI thought leadership via 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 of successfully leading multi-stakeholder projects and organizational change initiatives from start to finish, including managing 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 platforms, knowledge bases, and contemporary AI tools.

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

• Capability to translate complex technical ideas into clear business value for non-technical stakeholders.

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

• Bachelor's degree or equivalent professional experience.

• 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 to take the lead.

• Resources available for success.

• Opportunities for professional growth.

• Clear pathways to increased leadership responsibilities.