Back to jobs
New

Chief of Staff to the CEO

US or Canada

United States or Canada
Location: Remote (U.S. 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 to serve as a force-multiplier to our CEO, Caroline Hoogland. Sitting within our Creative Services team, you will be tapped for both internal and external work with clients. 

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:

  • Supporting marketing strategy at client organizations
  • Managing client project delivery
  • Managing CEOs at client organizations
  • Leading go-to-market initiatives for clients
  • Leading communications, PR, brand building, or content strategy
  • Leading fundraising efforts for funds or clients
  • Driving sales initiatives at Human Agency

You'll own special projects, drive organizational initiatives from concept to completion, and build the infrastructure that allows Human Agency to grow sustainably. 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 & CEO Partnership

  • Partner with the CEO to translate initiatives and special projects into sequenced plans with clear owners, timelines, and success metrics
  • Own end-to-end execution of CEO-level special projects and organizational initiatives, from scoping and planning through delivery and measurement
  • Maintain focus and accountability across the CEO's portfolio of priorities; proactively identify conflicts, dependencies, and risks before they become problems
  • Produce 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 CEO, 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 key team members aren't stretched unsustainably thin
  • Establish organizational rhythms that create alignment without bureaucracy: leadership meeting cadences, decision-making frameworks, communication protocols, and reporting structures
  • Design and continuously improve the operating system for work: intake → triage → prioritization → delivery → QA → launch → measurement
  • 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
  • Manage staffing assignments and contributions across concurrent workstreams; keep tools current (Asana/Notion, Google Workspace, Slack)
  • Serve as a neutral coordinator and problem-solver when initiatives span multiple departments or require difficult trade-offs between competing priorities
  • Represent the CEO's office in key internal discussions, ensuring the CEO'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
  • Establish shared dashboards for organizational health (timeline, risk, capacity, dependency status) and run tight meeting cadences

Communications & Organizational Transparency

  • Prepare agendas, briefings, and executive-ready presentations; synthesize complex information into actionable insights
  • Ensure crisp internal communication on company strategy, priorities, and decisions, translating CEO-level thinking into clear, actionable guidance for the broader team
  • Prepare the CEO for key meetings, presentations, and decisions; provide relevant context, background materials, and recommended talking points
  • Provide clear, timely reporting to the CEO and stakeholders on progress, risks, and decisions
  • 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, or startup leadership positions
  • Demonstrated success 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 workstreams with competing priorities and timelines
  • High proficiency with modern collaboration tools (Google Workspace, Asana/Notion, Slack) and 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; 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
  • Able to hold strategic context while driving tactical execution

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

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 direct partnership with our CEO and outsized impact on the company's trajectory during a critical growth phase.

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.

Create a Job Alert

Interested in building your career at Human Agency? Get future opportunities sent straight to your email.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Education

Select...
Select...
Select...
Select...
Select...

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Human Agency’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.