Human Agency · 4 days ago
Chief of Staff to the CEO - Boston, MA
US or Canada
Full-time
Hybrid
Senior Level
5+ years expHuman Agency is a rapidly scaling company seeking an exceptional Chief of Staff to support their CEO, Caroline Hoogland. This role involves solving complex challenges and driving organizational initiatives to enable sustainable growth.
AdvertisingDigital MarketingWeb Design
Responsibilities
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
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
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
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
Qualification
Required
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
Education: Bachelor's degree or equivalent experience; an advanced degree in a relevant field is a plus
Commitment to ethical practices and responsible business operations
Occasional (10–25%) travel for company offsites, key events, and leadership meetings
Remote-friendly with preference for candidates in major tech hubs and strong preference for overlap with EST business hours
Preferred
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
Benefits
Performance-based bonuses
Potential equity participation
Company
Human Agency
At Human Agency, they are giving the power of digital advertising to the people.
11-50 employees
Funding
Current Stage
Early StageTotal Funding
unknown2018-04-10Pre Seed
Leadership Team
Brendan Lind
Founder and Managing Partner
Company data provided by crunchbase