Chief of Staff – AI

🔥 17 hours ago

🌐 Canada, United States – Remote

🇨🇦 Canada – Remote 🇺🇸 United States – Remote

⏰ Full Time

🔴 Lead

👩🏽‍✈️ Chief of Staff

👻 Ghost score 25%

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Human Agency

WebsiteLinkedInAll Job Openings

11 - 50 employees

💼 Consulting

🏥 Healthcare

📦 Logistics

Consulting • Healthcare • Logistics

Human Agency is a dynamic team of creators, builders, and investors specializing in marketing, technology, artificial intelligence, and business. The company helps individuals and organizations expand their agency to live meaningful lives. Human Agency builds and scales market-changing companies, partnering with problem solvers and proven entrepreneurs to make impactful changes. Their services include business operations, design/build construction, landscape, performance marketing, branding, design, content production, web development, and more. As a borderless team, Human Agency emphasizes pragmatism and idealism, offering opportunities for individuals to work on projects that matter to them. The company is dedicated to advancing personal agency and creating a world with more meaningful interactions.

📋 Description

• 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 processes using LLMs, automation platforms, and knowledge assistants • Build independent, scalable AI-powered systems, prompts, playbooks, knowledge bases, and monitoring loops • 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 • Conduct discovery, define use cases and success metrics, assess risks and technical requirements, and create scopes, timelines, and acceptance criteria • Coordinate solution build-outs, tool selection, integrations, prompt engineering, and rollout planning • Establish evaluation routines, quality assurance, safety checks, governance frameworks, and performance monitoring • Lead client check-ins, executive presentations, demos, decision logs, and release notes • Create user guides, FAQs, training programs, and governance playbooks • Design and improve AI work operations from intake through measurement • Manage staffing, subcontractors, budgets, scopes, vendors, delivery dashboards, risks, and dependencies • Prepare executive briefings and presentations 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

• 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 design, 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 • 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 • US applicants: full-time employment; Canadian applicants: independent contractor arrangement • Ability to travel regularly, 20–40% • Bonus: experience leading organizational-level technology rollouts, management consulting background, responsible AI familiarity, or AI/ML product development experience

🏖️ Benefits

• Performance-based bonuses • Potential equity participation • Autonomy to lead • Resources to succeed • Room to grow • Clear pathways to increased leadership responsibility • Regular travel opportunities for client activities, organizational rollouts, and events

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