Chief of Staff to the Managing Director of AI

Key Responsibilities

• Partner with the Managing Director of AI and the executive team to translate priorities into sequenced plans, resourcing, and measurable outcomes
• Lead Human Agency's AI transformation methodology: define offerings, build repeatable frameworks, and establish best practices for AI-enabled workflows
• Create end-to-end processes that embed AI tools (LLMs, automation platforms, knowledge assistants) into client workflows and internal operations
• Translate complex AI capabilities into clear business cases, use cases, and implementation roadmaps for executive audiences
• Produce high-quality executive materials (briefings, roadmaps, decision memos) that drive alignment and decisions
• Identify where AI creates leverage across client engagements and surface strategic opportunities to leadership
• Design AI-powered systems that operate independently with minimal ongoing intervention—automated engines that scale beyond individual engagements
• Create repeatable processes for AI implementation: discovery frameworks, solution architectures, evaluation routines, and governance models
• Design prompts, playbooks, and knowledge bases optimized for reliability, consistency, and reusability across multiple clients
• Implement lightweight automation using no/low-code tools (Zapier, Make, Airtable) integrated with AI capabilities
• Establish monitoring and feedback loops that enable self-correcting, continuously improving systems
• Document patterns and best practices that can be deployed at scale
• Own end-to-end delivery on multiple client engagements involving AI-enabled solutions (e.g., knowledge assistants, workflow automations, content summarization, research copilots), from discovery through launch and sustained adoption
• Lead company-wide and client-wide AI adoption initiatives—managing stakeholder alignment, training, governance, and measurement across entire organizations
• Run comprehensive discovery to surface use cases, success metrics, risks, change-management needs, and technical requirements; translate findings into scopes, timelines, and clear acceptance criteria
• Coordinate solution build-outs with internal teammates and external partners: data/connectivity needs, tool selection, integration planning, prompt engineering, and rollout choreography
• Design change-management approaches that address skill gaps, cultural resistance, workflow disruption, and organizational readiness
• Partner with client leadership to sequence rollout phases, manage dependencies, and demonstrate ROI
• Set lightweight evaluation routines: accuracy metrics, latency benchmarks, cost tracking, quality assurance processes, and continuous improvement cycles
• Build governance frameworks that enable responsible, scalable AI adoption across organizations
• Implement monitoring systems that track performance, usage, and business impact
• Stakeholder Management & Enablement
• Lead standing client check-ins, executive presentations, demo readiness, decision logs, and release notes, presenting succinct options and recommendations
• Create comprehensive enablement materials: user guides, FAQs, training programs, and governance playbooks that empower client teams to operate AI systems independently
• Build lasting client relationships through proactive communication, anticipation of needs, and consistent delivery quality
• Present to executive audiences with clarity and confidence, addressing concerns about accuracy, security, and adoption
• Operations & Project Management
• Design and continuously improve the operating system for AI work: intake → triage → prioritization → delivery → QA → launch → measurement
• Manage staffing assignments and subcontractor contributions across concurrent workstreams; keep tools current (Asana/Notion, Google Workspace, Slack)
• Budget & scope control: track time against SOWs, flag changes early, manage vendors, and ensure on-budget delivery with clear documentation
• Establish shared dashboards for delivery health (timeline, risk, burn, dependency status) and run tight meeting cadences
• Communications & Reporting
• Prepare agendas, briefings, and executive-ready presentations; synthesize complex information into actionable insights
• Provide clear, timely reporting to the Managing Director of AI and stakeholders on progress, risks, and decisions
• Contribute to Human Agency's AI thought leadership through documentation of best practices, case studies, and insights

Qualifications

• 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 (scope, timelines, budgets, risk, and change management)
• Deep AI fluency: hands-on experience implementing LLM-enabled solutions, prompt engineering, workflow automation, and knowledge management systems; can shape prompts/playbooks, evaluate quality, and choose appropriate tools or vendors
• Strong understanding of AI capabilities and limitations, when to use AI, how to design for reliability, and how to manage risks responsibly
• Proven ability to design repeatable processes and systems that scale beyond individual projects
• Experience with no/low-code automation platforms (e.g., Zapier/n8n), knowledge bases, and modern AI tooling
• High proficiency with Google Workspace, Asana/Notion, Slack, and comfort with modern web and content tools; experience preparing polished executive documents and presentations
• Exceptional ability to translate complex technical concepts into clear business value for non-technical audiences
• Bonus: Experience leading organizational-level technology rollouts, background in management consulting, familiarity with responsible AI considerations (privacy, data handling, consent, bias mitigation), or experience in AI/ML product development