Chief of Staff to Founder - Chicago, IL Chicago, IL

Chief of Staff to the Founder - Chicago, IL

Chicago, IL

Location: Chicago, IL(Remote)
Type:Full-Time

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.

We are seeking an exceptional Chief of Staff to serve as a force multiplier to our founder, Brendan Lind. This is primarily an internal role; 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
• Leading fundraising efforts for funds or clients
• Managing investment funds
• Managing CEOs at client organizations
• Driving sales initiatives at Human Agency
• Leading talent recruitment and hiring
• Serving as CEO of a venture studio company
• Driving value through data and analytics for clients

You'll own special projects, drive organizational initiatives from concept to completion, and build the infrastructure (hiring systems, 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.

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…