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Leadership

How to hire a Chief of Staff

What the role does, the job description, the interview questions, and the 40-minute screening pack that tells you who can do the job before you book a single interview.

The role

What a Chief of Staff does

A Chief of Staff sits in the Leadership function. The sections below give you the job description, the interview questions and the screening pack for the role.

Screen before you interview

The Chief of Staff screening pack

The role is operating rhythm, judgement, influence and follow-through. Every applicant gets one link. You get one ranked report.

Skills tests · 40 minutes total
Product & projectBusiness Operations Management Test10 min · 20 questions · IntermediateThe Business Operations Management Test helps hiring teams assess candidates for day to day operational decision making. It is suited to intermediate level operations and service roles where capacity planning, SLA judgment and continuous improvement directly affect team performance.Cognitive & aptitudeCritical Thinking Test12 min · 24 questions · AdvancedThe Critical Thinking Test shows you whether a candidate can reason rigorously under time pressure. Across 24 questions it measures deduction with syllogisms, sound inference from business passages, recognition of hidden assumptions and fallacies, and the ability to judge which evidence strengthens or weakens a claim.CommunicationCommunication Test8 min · 20 questions · Entry levelThe Communication Test shows you how a candidate actually communicates at work: how clearly they write, how carefully they listen, how reliably they confirm understanding, and how considerately they handle tone and timing. Through 20 realistic entry-level scenarios, it scores four dimensions so you can hire people who keep customers and colleagues on the same page.Product & projectProject Management Test10 min · 20 questions · IntermediateThe Project Management Test is a 10-minute screening for hiring teams assessing intermediate project skills. It helps identify candidates who can manage scope, keep schedules realistic, handle risks and dependencies, and communicate clearly with stakeholders.
One-way video questions · answered on camera, scored by AI
  1. 1

    How do you decide what reaches the CEO and what does not?

  2. 2

    Describe a cross-team initiative you drove without formal authority.

  3. 3

    How do you prepare a leadership team meeting so decisions actually get made?

  4. 4

    Tell us about a time you delivered hard news to a senior leader.

  5. 5

    What would your first 90 days look like here?

Send this pack to your applicantsFree plan, 10 candidates a month, no card.

Interview questions

Chief of Staff interview questions

For the candidates who pass the pack. Each comes with a sample answer on the full page.

Ask these after the screening pack, not instead of it. A candidate who has already scored on Business Operations Management, Critical Thinking, Communication, Project Management has shown they can do the work, which frees the interview to do what a test cannot: find out how they think, how they explain themselves, and how they behave when something goes wrong.

  • Ask every Chief of Staff candidate the same questions in the same order. Comparable answers are the whole point; a different conversation with each person tells you who you liked, not who was strongest.
  • Look for a specific example with a result, not a description of how the candidate would approach it in principle. Follow up once with “what happened next?” and stop talking.
  • Score each answer before moving to the next question, and write down what was said rather than the impression it left.
  • At volume, record the first 4 of these instead of calling. Candidates answer on their own time, the answers are transcribed and scored, and you keep live interviews for the shortlist.

The pack takes a candidate about 40 minutes, so a Chief of Staff applicant arrives at this interview already measured on the parts you can measure without a meeting.

  1. 01

    Tell me about a time you acted as a force multiplier for a leader or organization.

  2. 02

    How do you understand the chief of staff role?

  3. 03

    Why do you want this role rather than a functional leadership track?

  4. 04

    How do you build trust quickly with a principal and a leadership team?

  5. 05

    How do you drive a strategic project that crosses multiple functions?

  6. 06

    How do you run an effective operating rhythm for a leadership team?

  7. 07

    How do you prepare a leader for a high-stakes decision or meeting?

  8. 08

    How do you handle communication and information flow across an organization?

All Chief of Staff interview questions with answers

Frequently asked questions

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