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Chief of Staff

Waffle Labs

New York, NYJob$120–150K/yrPosted 2w agoStill listed 2 days ago

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At a glance

Compensation
$120–150K/yr
Location
New York, NY
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

WaffleLabs is seeking its first business hire to build and own the company’s operating backbone across finance, compliance, corporate administration, and people operations. Reporting to the CEO and working closely with the founders, this person will also support strategic planning and execution. The role offers end-to-end ownership and is designed to grow into leading a core function and building a team.

Skills & qualifications

RequiredNice to have

Skills

BookkeepingMonth-End CloseAccounts PayableAccounts ReceivablePayrollBudgetingFinancial ForecastingTax FilingCorporate AdministrationEquity AdministrationPeople OperationsDeck BuildingStrategic PlanningCommunicationJudgmentDiscretionAI ToolsAccountingAuditingLegal ExperienceSOC 2Fundraising SupportBoard SupportEnterprise SalesPipeline ManagementSales Materials

Qualifications

3+ Years Strategy, Finance, Accounting, Audit, Chief of Staff, or Startup Operator ExperienceAdvanced DegreeMBAMaster's in AccountingJD or LLMUS Work Authorization

Benefits

Medical Insurance
Dental Insurance

Full job description

About WaffleLabs

WaffleLabs is building the world’s most advanced large data model for understanding personas and human intuition. Grounded in peer-reviewed MIT research published in top academic journals, our model aims to fundamentally change how AI systems are trained and how they understand people.

Backed by Barclays, Techstars, Sony Innovation Fund, and highly influential angel investors and entrepreneurs, we’re developing a model that’s non-invasive and scalable: one that systematically codifies human intuition so that AI systems and enterprises alike can understand human behavior in a deterministic and private way.

The Role

You'll be our first business hire, joining a small team on the ground floor, reporting to the CEO and working closely with the founders. You’ll build and own the company’s operating backbone (finance, compliance, corporate administration and people operations) and partner with the CEO on strategic planning, company materials and execution across the business.

You'll have real ownership from day one: you'll lead these functions end to end and decide how we operate as we scale. As the company grows, this role is designed to evolve into leading a core function, such as operations or finance, and building a team around it.

At our stage, no task is too small. You might be filing paperwork in the morning and shaping GTM strategy with the CEO and CTO in the afternoon.

What You'll Own

  • Finance operations: bookkeeping and month-end close with outside accountants, payables and receivables, payroll, budgeting, runway and forecasting models, and tax filings
  • Compliance and corporate admin: state registrations, insurance, contracts and vendors, banking relationships, office and facilities, corporate records, board materials, the cap table and equity administration (Carta, 409A valuations), and audit and security readiness
  • People operations: hiring logistics, onboarding and offboarding, benefits, policies and the employee handbook
  • Strategic materials: building clear, compelling decks for customers, investors and partners, along with investor updates and data-room preparation
  • CEO partnership: turning priorities into plans and making sure they get done, plus occasional scheduling and travel logistics as needed

What We're Looking For

  • 3-5 years of experience in strategy, finance or accounting/audit (Big 4 or equivalent), or as a Chief of Staff or operator at a high-growth startup
  • Hands-on: you're as comfortable filing a state registration as building a forecast
  • A clear writer and communicator who can turn complex information into a crisp deck or memo
  • Sound judgment and complete discretion with sensitive information
  • Fluent with modern AI tools

Nice to Have

  • Advanced degree (e.g., MBA, master’s in accounting, or JD/LLM)
  • Practical accounting, audit, or legal experience
  • SOC 2 experience
  • Experience supporting a fundraise or a board
  • Go-to-market experience, such as supporting enterprise sales, managing a pipeline, or building sales materials

Logistics

  • In person at our NYC office
  • Must be authorized to work in the US. There is no visa sponsorship available for this position

Compensation & Benefits

  • $120,000–$150,000 base salary. Where an offer falls in this range depends on experience, qualifications, and scope
  • Equity
  • Medical and dental insurance

WaffleLabs is an equal opportunity employer. We evaluate all applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, veteran status, disability, or any other characteristic protected by law. If you need a reasonable accommodation during the application process, please let us know.

How this job compares

Set against the 555 open Chief of Staff jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This posting$120–150K/yr
  • New York median$150–208K/yr81 salary ranges
  • US median$148–205K/yr415 salary ranges

This range's midpoint, $135K, is 23% below the New York median midpoint ($175K) — in the lowest quarter of Chief of Staff salary ranges in New York.

Openings
Olive Jobs lists 105 open Chief of Staff jobs in New York and 555 across the US. 6% of them nationwide are listed as remote or flexible.
Hiring the most in New York
Experience
This posting asks for at least 3 years of experience; Chief of Staff postings that state a minimum ask for 5 years at the median (452 postings).
Education
141 of the 555 open Chief of Staff jobs (25%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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