Chief of Staff – Managing Director, AI

Human Agency

. Partner with the Managing Director of AI and executive team to translate priorities into plans, resourcing, and measurable outcomes .

Posted 10/30/2026full-timeRemote • United States, CanadaLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading AI transformation initiatives, designing AI-enabled processes, and implementing LLM solutions while ensuring responsible AI governance and stakeholder alignment. Proven ability to manage client engagements, translate technical concepts into business value, and drive organizational change effectively.

Highest-signal resume keywords

AI Transformation MethodologyLLM-Enabled Solutions ImplementationChange ManagementStakeholder AlignmentResponsible AI Governance

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Prompt EngineeringWorkflow AutomationKnowledge Management SystemsProcess DesignScalable Systems DevelopmentRisk ManagementMulti-Stakeholder Project LeadershipBudget ManagementClient-Facing DeliveryOrganizational Change Initiatives

Soft Skills

CommunicationCollaborationTrainingExecutive PresentationEthical Practices Commitment

Tools & Technologies

Google WorkspaceAsanaNotionSlackZapierN8nModern AI ToolingKnowledge BasesAutomation PlatformsExecutive Documents

Industry Keywords

AI CapabilitiesResponsible AIHuman OversightBias MitigationTechnology RolloutsManagement ConsultingAI/ML Product Development

About the role

Key responsibilities & impact

Partner with the Managing Director of AI and executive team to translate priorities into plans, resourcing, and measurable outcomes
Lead Human Agency's AI transformation methodology, including offerings, repeatable frameworks, and best practices
Design AI-enabled processes and automated systems using LLMs, automation platforms, and knowledge assistants
Translate AI capabilities into business cases, use cases, implementation roadmaps, executive briefings, and decision memos
Build repeatable AI implementation processes, prompts, playbooks, knowledge bases, evaluation routines, governance models, and monitoring systems
Own end-to-end delivery of multiple client AI engagements from discovery through launch and sustained adoption
Lead company-wide and client-wide AI adoption initiatives, including stakeholder alignment, training, governance, and measurement
Coordinate solution build-outs involving data/connectivity, tool selection, integrations, prompt engineering, and rollouts
Design change-management approaches and partner with client leadership to sequence rollouts and demonstrate ROI
Establish quality, safety, evaluation, monitoring, and responsible AI governance practices
Lead client check-ins, executive presentations, demos, decision logs, release notes, user guides, FAQs, training programs, and governance playbooks
Design and improve the AI operating system from intake through measurement
Manage staffing, subcontractors, budgets, scopes, vendors, dashboards, risks, dependencies, and meeting cadences
Prepare executive-ready communications and report progress, risks, and decisions to the Managing Director of AI
Contribute to AI thought leadership through best-practice documentation, case studies, and insights

Requirements

What you’ll need

Location: US or Canada
US Applicants: Full-Time; Canadian Applicants: Independent Contractor
5–7+ years in operations, client services, product/program/project management, strategic support, consulting, or transformation roles with direct ownership of client-facing delivery
Demonstrated success leading multi-stakeholder projects and organizational change initiatives end-to-end, including scope, timelines, budgets, risk, and change management
Hands-on experience implementing LLM-enabled solutions, prompt engineering, workflow automation, and knowledge management systems
Strong understanding of AI capabilities and limitations, reliability, and responsible risk management
Proven ability to design repeatable processes and scalable systems
Experience with no/low-code automation platforms such as Zapier or n8n, knowledge bases, and modern AI tooling
High proficiency with Google Workspace, Asana/Notion, Slack, modern web and content tools, and executive documents and presentations
Ability to translate complex technical concepts into clear business value for non-technical audiences
Commitment to ethical practices and responsible AI, including transparency, human oversight, privacy, and bias mitigation
Bachelor's degree or equivalent experience
Regular travel availability of 20–40%
Bonus experience in organizational-level technology rollouts, management consulting, responsible AI, or AI/ML product development

Benefits

Comp & perks

Performance-based bonuses
Potential equity participation
Autonomy to lead
Resources to succeed
Room to grow
Clear pathways to increased leadership responsibility
Remote-friendly work arrangement