About the Position

Chief of Staff to the Founder

Location: Boston, US or Canada

Type: US Applicants - Full-Time; Canadian Applicants - Independent Contractor

A Note Before You Read Further

The world is changing fast, and so is this role. We can't fully tell you what this job looks like in six months. That's true of every role at Human Agency right now. What we need from you, no matter what: accountability, curiosity, and a builder-first mindset. If that sounds exciting, keep reading. If it sounds intimidating but you're still interested, let's talk. If none of that sounds like you, that's okay. This probably isn't your spot.

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 to serve as a force multiplier to our founder, Brendan Lind. You'll be the engine that translates the founder's vision and initiatives into executable plans, builds the systems that allow our leadership team to operate at their highest level, and ensures nothing critical falls through the cracks as we scale rapidly.

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
Managing CEOs at client organizations
Driving sales initiatives at Human Agency
Partnering with Recruiting to help us find and close top-tier talent
Managing client project delivery
Driving value through data and analytics for clients
Leading go-to-market initiatives for clients

You'll own special projects, drive organizational initiatives from concept to completion, and build the infrastructure (GTM motions, resource allocation, operational rhythms) that allows Human Agency to grow while maximizing our greatest strength – our people. If you thrive on turning ambitious ideas into reality and building the scaffolding that makes a fast-growing startup actually work, this is your role.

Key Responsibilities

Strategic Execution & Founder Partnership

Partner with the founder to translate priorities, initiatives, and strategic vision into sequenced plans with clear owners, timelines, and success metrics
Own end-to-end execution of founder-level special projects and organizational initiatives, from scoping and planning through delivery and measurement
Maintain focus and accountability across the founder's portfolio of priorities; proactively identify conflicts, dependencies, and risks before they become problems
Prepare high-quality executive materials (strategy briefs, decision memos, board materials, organizational roadmaps) that drive alignment and enable confident decision-making
Serve as a strategic thought partner to the founder, pressure-testing ideas, surfacing options and trade-offs, and ensuring initiatives align with company strategy and capacity

Internal Systems & Operations

Build and continuously improve the internal operating systems that allow Human Agency to scale: hiring infrastructure, resource allocation processes, team capacity planning, and cross-functional coordination mechanisms
Design and implement hiring systems that support our 25-30+ person growth target in 2026 without overwhelming the existing team, including interview frameworks, candidate evaluation rubrics, and onboarding processes
Own resource allocation and capacity planning across the organization, ensuring the right people are working on the right priorities at the right time, and that no one is stretched unsustainably thin
Establish organizational rhythms that create alignment without bureaucracy: leadership meeting cadences, decision-making frameworks, communication protocols, and reporting structures
Identify operational bottlenecks and inefficiencies; design and implement solutions that increase organizational velocity while maintaining quality

Cross-Functional Leadership & Coordination

Orchestrate complex, cross-functional initiatives that require coordination across leadership and multiple teams
Serve as a neutral coordinator and problem-solver when initiatives span multiple departments or require difficult trade-offs between competing priorities
Represent the founder's office in key internal discussions, ensuring the founder's priorities and perspective are understood even when they can't be in every meeting
Build strong working relationships across the organization; earn trust as someone who gets things done without ego and acts in the company's best interest

Communications & Organizational Transparency

Ensure crisp internal communication on company strategy, priorities, and decisions-translating founder-level thinking into clear, actionable guidance for the broader team
Prepare the founder for key meetings, presentations, and decisions; provide relevant context, background materials, and recommended talking points
Maintain visibility on organizational health metrics and key initiatives; proactively surface issues and opportunities to leadership

Who You Are

Experience & Skills

5-7+ years in high-performing environments such as Chief of Staff roles, strategic operations, management consulting, venture capital/private equity, business development, or startup leadership positions
AI-native, not AI-curious. Before you do almost anything manually, you've already asked yourself whether AI can do it better. You're constantly tinkering, building small tools, automating your own workflows, and sharing what you find.
Demonstrated success in taking ambiguous, complex initiatives and driving them to completion, you're the person who makes hard things happen
Strong systems thinking and process design capability, you don't just execute tasks, you build the infrastructure that makes future execution easier and more scalable
Exceptional project management and coordination skills across multiple concurrent work-streams with competing priorities and timelines
High proficiency with modern collaboration tools (Google Workspace, Asana/Notion, Slack) and intermediate to advanced comfort with AI-powered productivity tools
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; background in talent operations or organizational design; proven success driving business development in B2B environments; exposure to board-level strategy and operations

Mindset & Traits

Mission-driven operator with deep commitment to Human Agency's values and vision
Systems builder, not just task executor, you think about sustainable processes, not one-off solutions
High agency and bias for action, you see what needs to happen and make it happen without waiting for permission
Calm under pressure with excellent judgment about when to escalate vs. solve independently
Ego-free collaborator who earns trust through delivery, not title or authority
Intellectually curious with strong learning agility, comfortable moving between strategic thinking and tactical execution
Comfortable operating in ambiguity, you thrive when there's no playbook and create clarity from complexity

Considerations

Education: Bachelor's degree or equivalent experience; 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.

Chief of Staff to the Founder

Job description