Chief of Staff – Managing Director, AI

🔥 15 hours ago

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – 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 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

• 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

• 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

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