Chief of Staff – AI

Human Agency

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

Posted 10/30/2026full-timeRemote • Canada, United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading AI transformation initiatives, including the design and implementation of AI-enabled workflows and systems. Proficient in managing multi-stakeholder projects, ensuring alignment, and delivering measurable outcomes while adhering to ethical AI practices.

Highest-signal resume keywords

AI Transformation MethodologyLLM-Enabled Solutions ImplementationWorkflow AutomationProject ManagementStakeholder Engagement

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Prompt EngineeringKnowledge Management SystemsProcess DesignRisk ManagementChange Management

Soft Skills

Exceptional CommunicationLeadershipOrganizational Change Management

Tools & Technologies

Google WorkspaceAsanaNotionSlackAutomation Platforms

Industry Keywords

AI CapabilitiesEthical AI PracticesClient EngagementQuality AssuranceGovernance Frameworks

About the role

Key responsibilities & impact

Partner with the Managing Director of AI and executive team to translate priorities into sequenced plans, resourcing, and measurable outcomes
Lead Human Agency's AI transformation methodology, including offerings, repeatable frameworks, and best practices
Design AI-enabled client and internal workflows using LLMs, automation platforms, and knowledge assistants
Translate AI capabilities into business cases, use cases, implementation roadmaps, briefings, and decision memos
Build independent AI-powered systems, automated engines, prompts, playbooks, knowledge bases, and monitoring loops
Own end-to-end delivery of multiple AI-enabled client 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 rollout planning
Establish evaluation, quality assurance, safety, governance, and monitoring frameworks
Lead client check-ins, executive presentations, demos, decision logs, release notes, user guides, FAQs, training programs, and governance playbooks
Design and improve AI operations across intake, triage, prioritization, delivery, QA, launch, and measurement
Manage staffing, subcontractors, budgets, scope, vendors, delivery dashboards, risks, dependencies, and meeting cadences
Report progress, risks, and decisions to the Managing Director of AI and stakeholders
Contribute to AI thought leadership through best-practice documentation, case studies, and insights

Requirements

What you’ll need

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 systems that scale beyond individual projects
Experience with no/low-code automation platforms, knowledge bases, and modern AI tooling
High proficiency with Google Workspace, Asana/Notion, Slack, modern web and content tools, and polished executive documents and presentations
Exceptional 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
Availability for regular travel of 20–40% for client activities, organizational rollouts, and events
US applicants must be eligible for full-time employment; Canadian applicants must be able to work as an independent contractor

Benefits

Comp & perks

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