Location: US or Canada
Type: US Applicants - Full-Time; Canadian Applicants - Independent Contractor

About Human Agency

We're scaling rapidly and have a growing pipeline of opportunities that demand exceptional talent across disciplines. Our mission is to bring on individuals, from creative producers to technical experts to entrepreneurial leaders, who can help us realize this next chapter of growth.

We are a company of doers. Leaders roll up their sleeves, teams work flat, and everyone contributes to what ships. Titles don't insulate us from feedback or basics. We invite critique, learn quickly, and keep raising the bar. The best ideas win here, no matter where they come from, because clients trust us to deliver the strongest outcomes every time.

Our clients' missions, products, and bottom lines are sacred. We immerse ourselves in their world, becoming stewards of their goals and partners in solving big problems. Every product, strategy, or asset we create must be both beautiful and functional; practical, usable, and designed for real-world impact.

Humans are our most valuable resource, and we only grow by hiring people who push us forward. Across strategy, engineering, design, data, and operations, we seek out teammates who raise the bar and make us better. Always hire up, never down.

We partner with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centered. We believe AI should amplify human potential, not replace it and we build with that conviction in every engagement. From advisory and tooling to implementation and education, we meet clients where they are at and help them integrate AI in ways that align with their mission and values. Our goal is to empower teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation.

And through it all, we lead with purpose, love, and adventure. We do meaningful work with people we care about, and we make the ride an adventure worth taking. Because at Human Agency, who we are and how we work are one and the same.

The Opportunity

We are seeking an exceptional Chief of Staff for our Managing Director of AI—someone who combines strategic vision in AI with hands-on execution and technological know-how. You'll be both a force-multiplier and a transformation architect: designing AI-enabled processes, building automated engines that run independently, leading organizational rollouts, and ensuring crisp execution across our AI solutions practice.

This role goes beyond traditional Chief of Staff responsibilities. You'll design processes that leverage AI, build repeatable systems that scale, and lead entire client transformations from discovery to sustained adoption. You have the potential to grow into leading organizational-level AI implementations as the practice expands.

Key Responsibilities

Strategic & Executive Leadership

• 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
• 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

AI Process Design & Automated Engines

• Design and build 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

Client Service Delivery & Organizational Rollouts

• 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

Quality, Governance & Evaluation

• Set lightweight evaluation routines: accuracy metrics, latency benchmarks, cost tracking, quality assurance processes, and continuous improvement cycles
• Establish prompt/playbook management, basic safety/guardrail checks, and UAT plans
• 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

Who You Are

Experience & Skills

• 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

Mindset & Traits

• Builder and operator: You design systems that work without constant oversight, not just execute tasks
• Strategic and tactical: Comfortable setting vision while rolling up sleeves for hands-on implementation
• AI pragmatist: Excited about possibilities but grounded in what actually delivers measurable value
• Mission-driven; systems thinker with bias for action
• Clear, persuasive communicator who can influence executive stakeholders and earn trust through delivery
• Calm under pressure with excellent judgment about when to escalate vs. solve independently
• Able to hold strategic context while driving tactical execution across multiple concurrent engagements
• Intellectually curious with strong learning agility, you stay current on AI capabilities and translate findings into practical applications
• Comfortable operating in ambiguity and creating structure where none exists

Considerations

• Education: Bachelor's degree or equivalent experience; an advanced degree in business, technology, or a related field is a plus
• Ethics: Commitment to ethical practices and responsible AI (transparency, human oversight, privacy, bias mitigation)
• Travel: Regular (20–40%) for client activities, organizational rollouts, and events
• Location: Remote-friendly with preference for candidates in major tech hubs

Compensation

This role offers a competitive base salary with performance-based bonuses and potential equity participation. Final compensation will vary based on experience, performance, and location.

Why Join Human Agency

Join a team of thinkers and builders creating meaningful impact across sectors—with autonomy to lead, the resources to succeed, and room to grow. This role offers the opportunity to shape how organizations integrate AI at scale, with clear pathways to increased leadership responsibility as our practice expands.

Equal Opportunity Commitment

Human Agency is an Equal Opportunity Employer. We value diverse backgrounds and strive to build an inclusive culture where everyone feels welcomed and empowered.

Location: US or Canada
Type: US Applicants - Full-Time; Canadian Applicants - Independent Contractor

About Human Agency

We’re scaling rapidly and have a growing pipeline of opportunities that demand exceptional talent across disciplines. Our mission is to bring on individuals, from creative producers to technical experts to entrepreneurial leaders, who can help us realize this next chapter of growth.

We are a company of doers. Leaders roll up their sleeves, teams work flat, and everyone contributes to what ships. Titles don’t insulate us from feedback or basics. We invite critique, learn quickly, and keep raising the bar. The best ideas win here, no matter where they come from, because clients trust us to deliver the strongest outcomes every time.

Our clients’ missions, products, and bottom lines are sacred. We immerse ourselves in their world, becoming stewards of their goals and partners in solving big problems. Every product, strategy, or asset we create must be both beautiful and functional; practical, usable, and designed for real-world impact.

Humans are our most valuable resource, and we only grow by hiring people who push us forward. Across strategy, engineering, design, data, and operations, we seek out teammates who raise the bar and make us better. Always hire up, never down.

We partner with organizations of all sizes to explore, design, and implement AI strategies that are secure, scalable, and human-centered. We believe AI should amplify human potential, not replace it and we build with that conviction in every engagement. From advisory and tooling to implementation and education, we meet clients where they are at and help them integrate AI in ways that align with their mission and values. Our goal is to empower teams to work smarter, move faster, and unlock new possibilities through thoughtful, responsible innovation.

And through it all, we lead with purpose, love, and adventure. We do meaningful work with people we care about, and we make the ride an adventure worth taking. Because at Human Agency, who we are and how we work are one and the same.

The Opportunity

This is not a traditional chief of staff role. At Human Agency, the chief of staff is the prototype for every person we hire. You're someone who wants to be running a company — a dynamic C-suite leader — but you're choosing to ride shotgun alongside an executive because you know it's the fastest path to getting there. What makes us different is that we actually give you that shot. Today. Not in three years.

You are floor to ceiling. You will take out the trash, sweep the floors, and then walk into the board meeting and run it. Nothing is beneath you. There is no ceiling above you. You are a garbage disposal for problems — every food scrap, every random piece of metal gets thrown your way, and you figure out how to handle it without breaking.

What You'll Do

Rather than being hired for a predetermined set of tasks, you will be brought on to solve complex, evolving challenges. Success in this role requires self-direction, proactive value creation, and the ability to thrive without constant oversight. Over the coming year, your responsibilities will be tailored to both organizational needs and your individual strengths, potentially including:

• Leading AI transformation projects with clients
• Leading fundraising efforts for funds or clients
• Managing investment funds
• Managing CEOs at client organizations
• Driving sales initiatives at Human Agency
• Partnering closely with recruiting to help grow our team
• Serving as CEO of a venture studio company
• Managing client project delivery
• Driving value through data and analytics for clients
• Leading go-to-market initiatives for clients
• Own and solve ambiguous, high-stakes problems that don't fit neatly into any department
• Manage yourself entirely — no hand-holding, no coaching, no check-ins about how your day is going
• Move between strategic work (board prep, investor materials, business development) and ground-level execution (scheduling, research, client fires) without blinking
• Deploy AI tools daily to amplify your output — you are not doing the work of one person, you are doing the work of five
• Identify opportunities, inefficiencies, and threats before anyone asks you to

What We're Looking For

• A fundamentally good human. Table stakes.
• Mission-driven operator with deep commitment to Human Agency's values and vision
• No ego. No job description. You do whatever the job requires.
• Self-managing problem solver — the last thing a CEO or Founder wants is someone they have to manage
• AI-first mindset — you use AI as a force multiplier across everything you touch
  • Builder mentality — you've shipped something. Attach proof of something you've built with AI to either your application or cover letter.
• Generalist with range — you don't need to be an expert in any one thing, but you need to be dangerous across many things

Experience & Skills

• 5-7+ years in high-performing environments such as management consulting, venture capital/private equity, business development, or startup leadership positions
• Demonstrated success in taking ambiguous, complex initiatives and driving them to completion, you're the person who makes hard things happen
• Outstanding written and verbal communication; you can synthesize complex information into clear, actionable briefs for different audiences
• Bonus: Experience in high-growth startups, venture studios, or AI/tech companies

Considerations

• Education: Bachelor's degree or equivalent experience; top-tier programs and/or an advanced degree in a relevant field is a plus
• Ethics: Commitment to ethical practices and responsible business operations
• Travel: Occasional (10–25%) for company offsites, key events, and leadership meetings
• Location: Remote-friendly with preference for candidates in major tech hubs and strong preference for overlap with EST business hours

Equal Opportunity Commitment

Human Agency is an Equal Opportunity Employer. We value diverse backgrounds and strive to build an inclusive culture where everyone feels welcomed and empowered.