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Deployment Strategist

  • WhereRaleigh
  • WorkIn the office most days
  • TypeFull-time
  • Pay$145K to $195K a year

Posted November 10, 2026 · Job ID WKR-018

Set Worker up for new companies and make it part of how they run.

About the role

When a company moves onto Worker, our team sets it up for them. As a deployment strategist, you lead that work for each new company, turning their plan, goals, numbers and weekly meeting into a system the whole team uses.

You’ll work with onboarding, customer success, sales and the product team in Prague. You own each deployment from the kickoff to the moment the leadership team runs its weekly meeting on Worker.

What you’ll do

  • Lead setup for new companies: their goals, numbers and weekly meeting.
  • Run kickoff sessions with owners and leadership teams to learn how they run today.
  • Turn their spreadsheets and habits into Worker.
  • Coach leadership teams through their first weeks.
  • Work with onboarding to bring in each company’s data.
  • Find patterns across companies and share them with product.
  • Write simple playbooks so each new deployment goes faster.

What you bring

  • 5+ years in consulting, operations or a customer-facing role.
  • You can lead a room of owners and managers.
  • A structured way of solving problems.
  • Comfort with data and spreadsheets.
  • Calm and clear when a team is busy or unsure.

Meet most of these? Please apply. We care more about what you can do than a perfect match.

Nice to have

  • Strong writing for plans and follow-ups.
  • Experience helping companies set goals, track numbers or run leadership meetings.
  • Experience setting up business software for a whole company.
  • You’ve run or managed a team inside a small or midsize business.

Your first 90 days

  1. Month 1Learn Worker and our setup process, and join deployments led by teammates.
  2. Month 2Lead your own deployments with support, from kickoff to the first weekly meeting on Worker.
  3. Month 3Run deployments on your own, and share one improvement to our setup playbook.

How you’ll live our values

  • See it. Own it.If a company’s setup stalls, you find out why and take the next step, whether that means a call, a fix or a clean handoff.
  • Learn. Improve. Repeat.After each deployment, you look at what worked and what slowed the team down, and you improve the next one.
  • Say the hard thing.If a leadership team’s plan won’t work in practice, you tell them kindly and clearly before it’s built into Worker.
  • Stay until they win.Setup isn’t the finish line. You stay until the leadership team runs its weekly meeting on Worker and trusts the numbers.

Read our values and the story behind each one

Pay and benefits

$145K to $195K 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

  1. A 30-minute call with our team.
  2. A skills interview or a short work sample.
  3. Meet the founders.
  4. 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 now

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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.

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