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.

• Spearhead Human Agency's AI transformation methodology by outlining service offerings, constructing repeatable frameworks, and implementing best practices.

• Create comprehensive AI-enabled processes for both client workflows and internal operations.

• Convert AI capabilities into business cases, use cases, and implementation roadmaps for executive stakeholders.

• Prepare executive briefings, roadmaps, decision memos, meeting agendas, and presentations.

• Independently design and develop AI-powered systems and automated engines.

• Develop discovery frameworks, solution architectures, evaluation routines, governance models, prompts, playbooks, and knowledge bases.

• Implement lightweight automation solutions using tools like Zapier, Make, Airtable, or similar platforms.

• Set up monitoring systems, feedback loops, quality assurance protocols, user acceptance testing (UAT), safety checks, and continuous improvement cycles.

• Take charge of delivering multiple AI-enabled client projects from initial discovery to launch and ongoing adoption.

• Lead initiatives for AI adoption across the company and with clients, focusing on stakeholder alignment, training, governance, and performance measurement.

• Coordinate solution development with internal teams and external partners.

• Craft change-management strategies and organize rollout phases.

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

• Build enduring client relationships and provide clear recommendations to executive audiences.

• Design and enhance the operating framework for AI initiatives from intake to measurement.

• Manage staffing, subcontractors, budgets, project scopes, vendor relations, dashboards, risks, dependencies, and meeting schedules.

• Deliver timely reports to the Managing Director of AI and relevant stakeholders.

• Contribute to AI thought leadership through the development 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 ownership of client-facing delivery.

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

• Hands-on experience in implementing large language model (LLM)-enabled solutions, prompt engineering, workflow automation, and knowledge management systems.

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

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

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

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

• Ability to translate 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 work environment, with a preference for candidates located in major tech hubs.

🏝️ Benefits

• Performance-based bonuses.

• Potential for equity participation.

• Autonomy to take the lead.

• Resources available for success.

• Opportunities for growth.

• Clear pathways to increased leadership responsibilities.

• Remote-friendly work arrangements.

• Opportunities to influence the integration of AI at an organizational scale.