Chief of Staff to the Managing Director of AI

About This Role

This role is for a Chief of Staff to the Managing Director of AI, focusing on combining strategic vision in AI with hands-on execution and technological know-how to design AI-enabled processes, build automated engines, and lead organizational AI rollouts. This individual will be a force-multiplier and transformation architect, ensuring crisp execution across AI solutions practice.

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
• Design end-to-end processes that embed AI tools (LLMs, automation platforms, knowledge assistants) into client workflows and internal operations
• Produce high-quality executive materials (briefings, roadmaps, decision memos) that drive alignment and decisions
• Design and build AI-powered systems that operate independently with minimal ongoing intervention
• Create repeatable processes for AI implementation: discovery frameworks, solution architectures, evaluation routines, and governance models
• Own end-to-end delivery on multiple client engagements involving AI-enabled solutions, from discovery through launch and sustained adoption
• Lead company-wide and client-wide AI adoption initiatives—managing stakeholder alignment, training, governance, and measurement
• Set lightweight evaluation routines: accuracy metrics, latency benchmarks, cost tracking, quality assurance processes, and continuous improvement cycles
• Lead standing client check-ins, executive presentations, demo readiness, decision logs, and release notes
• Design and continuously improve the operating system for AI work
• Manage staffing assignments and subcontractor contributions across concurrent workstreams

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
• Deep AI fluency: hands-on experience implementing LLM-enabled solutions, prompt engineering, workflow automation, and knowledge management systems
• 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
• Exceptional ability to translate complex technical concepts into clear business value for non-technical audiences

Qualifications

• Bachelor's degree or equivalent experience; an advanced degree in business, technology, or a related field is a plus
• 5-7+ years in operations, client services, product/program/project management, strategic support, consulting, or transformation roles with direct ownership of client-facing delivery

Nice to Have

• Experience leading organizational-level technology rollouts
• Background in management consulting
• Familiarity with responsible AI considerations (privacy, data handling, consent, bias mitigation)
• Experience in AI/ML product development

Skills

* Required skills

Benefits