Operations
Chief of Staff
- WhereRaleigh
- WorkIn the office most days
- TypeFull-time
- Pay$140K to $180K a year
Posted November 10, 2026 · Job ID WKR-029
Work with the CEO and the leadership team to turn decisions into results.
About the role
Worker helps leadership teams run a clear weekly rhythm. As chief of staff, you help the CEO and the leadership team stay focused on what matters most and make sure decisions turn into action.
You’ll work with the leadership team and leaders across our offices in Raleigh, San Francisco and Prague. You own the leadership team’s weekly meeting rhythm, the projects that cross teams, and the follow-through on every decision.
What you’ll do
- Run the leadership team’s weekly meeting, with its agenda, numbers and issues ready.
- Turn decisions into owners, dates and next steps, and follow through.
- Drive projects that cross teams and offices.
- Prepare board and investor updates with finance.
- Help the CEO prepare for key meetings and decisions.
- Spot issues early and bring them to the right leader with a suggested fix.
- Take on the most important problems as they come up.
What you bring
- 2+ years in consulting, strategy, operations or finance.
- You manage many projects at once without dropping any.
- You write clearly and keep things short.
- Trusted with sensitive information.
- Calm, direct and good with people at every level.
Meet most of these? Please apply. We care more about what you can do than a perfect match.
Nice to have
- Experience at a software company.
- Experience preparing board or investor materials.
Your first 90 days
- Month 1Learn how the leadership team works, sit in on its meetings, and map the company’s top priorities.
- Month 2Take over the weekly meeting rhythm and the follow-up on decisions, and lead your first cross-team project.
- Month 3Own the leadership team’s operating rhythm, and prepare a board or investor update with finance.
How you’ll live our values
- See it. Own it.If a decision has no owner or a project is blocked, you name the next step and make sure someone takes it.
- Learn. Improve. Repeat.After each leadership meeting, you look at what moved and what didn’t, and make the next one sharper.
- Say the hard thing.You tell the CEO and the leadership team what they need to hear, while it can still change the decision.
- Stay until they win.A decision isn’t done when it’s made. You follow it until the work is finished and the result is real.
Read our values and the story behind each one
Pay and benefits
$140K to $180K a year.
- Where you land in the range depends on your skills and experience.
- We share the full benefits package before your first interview.
- We never ask about your current or past pay.
Where you’ll work
Based in our Raleigh office, most days in person.
How we hire
- A 30-minute call with our team.
- A skills interview or a short work sample.
- Meet the founders.
- References and an offer.
We reply to every applicant within 5 working days. Your application goes straight to our team. No agencies and no automated screening.
About Worker
Worker is a company operating system for small businesses. Owners and their teams can see the plan, who owns each task and which numbers need attention. Goals, to-dos, issues and the weekly leadership meeting stay in one place.
Our teams in Raleigh, San Francisco, New York and Prague build the system that helps owners grow without running everything themselves.
Apply
Send your résumé and LinkedIn. Add a few lines on why this role if you like. We reply within 5 working days.
Apply nowPrefer email? Write to hello@worker.ai. How we handle applicant data: section 3.5 of our Privacy Policy.
Worker is an equal opportunity employer. We consider qualified applicants without regard to race, color, religion, sex (including pregnancy, sexual orientation and gender identity), national origin, age, disability, genetic information, veteran status or any other status protected by law.
Need an accommodation to apply or interview? Email hello@worker.ai and tell us what would help.