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LessRounds

An AI interviewer that holds the first interview with each job applicant. You share it as a link. Fewer rounds. Better hires.

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Bengaluru, India

  1. Home
  2. Screening questions
  3. Executive assistant

Admin and office

Screening questions for executive assistants.

An executive assistant looks after the most expensive time in the company: a senior leader’s. The first interview should show that they can manage a calendar full of competing requests, keep secrets, and prepare what their executive needs before being asked.

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Scorecard · Executive assistant
  • Prioritization · Advanced30%
  • Anticipation · Intermediate25%
  • Discretion · Advanced25%
  • Communication · Intermediate20%
Interview
Video, AI-led
Length
About 20 minutes
Language
English or Hindi

Assistants represent their executive in person and on calls. Video shows how they come across, and follow-up questions test the details.

What to look for

What the first interview should tell you.

Prioritization
Everyone wants the executive’s time. The assistant decides who gets it and in what order.
Anticipation
The best assistants have the notes for a meeting ready before it’s even on the calendar.
Discretion
They see board papers, staff issues and private matters. Being trusted is the job.
Communication
They speak for the executive in emails, on calls and in person.

The questions

8 questions, and how to judge the answers.

Ask them in order. Listen for real details: what happened, what the candidate did, and how it ended.

  1. 01

    Your executive has two important meetings booked at the same time. How do you decide which one moves?

    Strong answer

    Weighs who asked for each, what’s at stake, whether someone else could go instead, and how hard each is to rebook. Brings the executive a recommendation when it’s a real judgment call.

    Weak answer

    Moves whichever was booked second.

  2. 02

    Tell me about a time you got something ready for your executive before they asked.

    Strong answer

    Gives a concrete example, like pulling last quarter’s notes before a follow-up meeting, or holding a backup flight when storms were forecast. Explains what made them think of it.

    Weak answer

    Describes doing what they were asked, quickly.

  3. 03

    A senior colleague insists on time with your executive this week, and the calendar is full. What do you say?

    Strong answer

    Stays polite and firm, asks what the meeting is for, offers options like a shorter meeting or meeting someone else instead, and tells the executive if it sounds urgent.

    Weak answer

    Squeezes them in to avoid conflict, or says no without finding out why.

  4. 04

    You’ve seen a confidential plan to reorganize the company. A colleague asks you if layoffs are coming. What do you say?

    Strong answer

    Neither confirms nor denies, doesn’t tell an awkward lie, kindly changes the subject, and lets the executive know people are asking.

    Weak answer

    Hints at the answer, or tells one trusted friend at work.

  5. 05

    Talk me through how you’d plan a business trip to two cities for your executive.

    Strong answer

    Covers flights, hotels near the meetings, spare time between meetings, getting from place to place, one schedule with all the confirmations and contacts, and a plan for delays.

    Weak answer

    Books flights and a hotel and forwards the confirmations.

  6. 06

    How do you manage your executive’s inbox without missing something important?

    Strong answer

    Describes a system: labels or folders, a daily list of what needs the executive’s decision, drafted replies for routine items, and a clear agreement on what the assistant can answer alone.

    Weak answer

    Reads everything and forwards whatever looks important.

  7. 07

    Tell me about a mistake you made supporting someone. How did you handle it?

    Strong answer

    Owns it plainly, says what they did to fix it right away, and what they changed so it wouldn’t happen again.

    Weak answer

    Can’t think of one, or the mistake turns out to be someone else’s.

  8. 08

    What do you need from an executive to do your best work?

    Strong answer

    Talks about a regular check-in, a clear agreement on what they can decide alone, and honest feedback. Shows they’ve built a good working relationship before.

    Weak answer

    “Nothing, I adapt to anyone.”

Before the interview

Screening questions

  • Have you supported a senior leader directly? (Yes / No)
  • Can you work occasional early mornings or evenings for travel or urgent requests? (Yes / No)
  • When could you start? (Short text)

Short form questions the candidate answers before the interview. You read the answers next to the interview. They aren’t scored.

Listen for

Red flags

  • Tells stories about a past executive’s private matters.
  • Describes the job as only following instructions.
  • Has no system for tracking tasks beyond memory.

Avoid

Common mistakes

  • Checking only for software skills. Calendar tools are easy to learn. Judgment about people’s time isn’t.
  • Not asking how they’ve worked with past executives. In a job this close, it matters whether your working styles match.
  • Giving discretion too little weight because it’s hard to test. Asking what they’d do in situations involving confidential information helps.

Use this in LessRounds

Turn this page into an interview.

Paste the questions into a scripted interview, where the AI reads each question word for word. Add the skills from the scorecard, then share one link. Every executive assistant candidate gets the same questions. You get a score for each skill, with the candidate’s own words that explain it.

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Questions

What’s the difference between an executive assistant and an administrative assistant?

An executive assistant supports one or two senior leaders closely and makes judgment calls on their behalf. An administrative assistant usually supports a team or office with broader, more routine work.

Should the executive join the first interview?

Usually not. Use the first interview to check how they prioritize, keep things private and communicate. Then have the executive meet the shortlist. How well they work with one person matters too much to judge from a first interview alone.

Related roles

  • Virtual assistantEight questions for a first interview with virtual assistants, on remote routines, unclear requests, client logins and time zones, with strong and weak answers.
  • ReceptionistEight questions for a first interview with receptionists, on busy front desks, visitors, phone messages and building security, with strong and weak answers.
  • HR generalistEight questions for a first interview with HR generalists, on complaints, investigations, policy and confidentiality, with strong and weak answers.

Try LessRounds free today.

Start with 100 free credits, enough for about 20 interviews. No credit card or sales call needed.

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