Head of Staff to the VP of Operations

TL;DR

Adelaide is looking for a driven, high-ceiling operator to partner directly with our VP of Operations on scaling one of the fastest-growing measurement companies in advertising.

This isn’t a back-office analyst role — it’s a launchpad for someone who wants to understand how a high-growth company runs, make measurable impact across every department, and grow into a strategic operator and future leader.

Who we are

Adelaide is the leader in one of the fastest-growing areas of digital advertising: attention metrics. 

Since 2020, we’ve been a trusted measurement partner for 40% of Fortune 50 companies. They rely on our metric, AU, to maximize the effectiveness of media spend. AU is “the attention economy's most widely recognized metric,” according to Adweek, and we swept the measurement category in the 2024 Adexchanger awards.

Our business is growing rapidly—we’ve doubled revenue in just 18 months and grew our team by 45% last year. Earlier this year, in partnership with The New York Times, we launched Adelaide for Publishers, the next step in our vision to create a more fair and equitable marketplace for media.

Adelaide is backed by prominent investors such as Human Ventures (Joe Marchese), Aperiam Ventures (Joe Zawadzki & Eric Franchi), WGI (Jonah Goodhart), and Irwin Gotlieb.

While we have an office in NYC, we’re very remote-friendly and support flexible work arrangements. 

How we operate

We are a team of action-oriented doers; management rolls up their sleeves to contribute daily. Our culture is rooted in curiosity and loosely held but rigorously vetted opinions; everyone is encouraged to contribute to planning and strategy.

Position Overview

This role reports directly to the VP of Operations and is perfect for someone who:

• Wants to learn how to run and scale a company from the inside
• Is equally comfortable creating dashboards and designing new workflows
• Thrives in ambiguity and loves solving messy, cross-functional problems

You’ll touch everything from system design (HubSpot, Looker) to forecasting and financial modeling, process improvement, and cross-team project execution.

What you'll learn

An important part of our culture is continuing education and the sharing of ideas. We offer: 

• A large network of investors and advisors for you to access that will help your team succeed
• Mentorship from executives with decades of experience in adtech and media
• Regular internal knowledge-sharing sessions
• Education budget to accelerate your team’s development

Specifically, in this role, you will learn:

• How to work closely with executives who are actively scaling a venture-backed company
• How cross-functional strategy, planning, and leadership conversations shape decisions and drive growth
• How to architect, automate, and manage a CRM to align revenue, marketing, and operational goals
• How to think strategically and financially by supporting budgeting, forecasting, and operational modeling
• How to operate cross-functionally and take full ownership of projects from concept to completion

Core Responsibilities

• Operate as the VP of Operations’ right hand, managing initiatives and ensuring accountability across departments
• Build, maintain, and optimize our HubSpot CRM — permissioning, automation, and reporting
• Design dashboards that connect sales, finance, and operations data for visibility and insight
• Lead projects from idea to delivery — ensuring outcomes are clear, tracked, and achieved
• Analyze trends in revenue, forecasting, and productivity; recommend improvements
• Create and maintain business documentation, playbooks, and process maps
• Collaborate on Finance, Legal, and HR projects as needed — from budgeting cycles to contract workflows

What you'll bring

• 3–5 years of experience in business operations, strategy, or an analytical role
• Bachelor’s Degree in Business, Finance, Economics, or related field
• Strong HubSpot CRM knowledge (setup, automation, reporting)
• Proficiency with Google Sheets/Excel and comfort with data analysis
• Exceptional organization, communication, and problem-solving skills
• A bias toward ownership — you don’t wait for direction; you find the next problem to solve

What will set you apart

• Experience in adtech, SaaS, or high-growth startups
• Comfort using AI tools (e.g., ChatGPT, Claude) to automate and accelerate work
• Interest in strategic planning, financial modeling, and process architecture
• A mindset that blends curiosity, ambition, and humility — you’re building your career while helping scale ours

Benefits 

• Medical, dental, and vision insurance
• Paid time off
• Parental leave
• Wellness & Development Stipend
• Holiday break
• Volunteer time off

• Competitive salary
• Performance-based quarterly bonus
• Stock options
• 401k Retirement Plan

• Remote-first environment
• New York office
• Access to WeWork spaces available

Equal Employment Opportunity (EEO) Statement

Adelaide is proud to be an Equal Opportunity Employer, committed to fostering a diverse, equitable, and inclusive workplace where all employees can thrive. We consider all qualified applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other legally protected status.

Our commitment to equal opportunity employment extends beyond basic compliance to encompass the active cultivation of a workplace that values different perspectives, backgrounds, and experiences.