Executive assistant interview questions, with a scoring guide
Supports a senior leader with their calendar, correspondence, meetings, travel and confidential work. Here are 22 questions for an executive assistant interview. Each comes with a follow-up and a 1 to 5 scoring guide so you can compare candidates fairly.
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Questions specific to the executive assistant role
Role-specific
Your executive has three meetings booked in the same hour, and each person says theirs is important. Walk me through how you sort it out.
Follow-up: What if you can't reach your executive?
1 WeakLeaves it for the executive to sort out.
3 SolidMoves whichever meeting is easiest to move.
5 StrongKnows the executive's priorities, decides or asks one quick question, reschedules politely, and confirms with everyone.
Role-specific
Tell me about a letter or email you drafted on a leader's behalf. How did you get the tone right?
Follow-up: How much did they change it?
1 WeakOnly types what is dictated.
3 SolidDrafts from notes but needs several rounds of edits.
5 StrongHas learned the leader's voice, checks names and facts, and drafts go out with light edits.
Role-specific
Tell me about a time someone tried to get confidential information from you, such as news about pay, a restructuring or a legal matter.
Follow-up: What did you say to them?
1 WeakHinted at it or shared it.
3 SolidSaid they couldn't discuss it.
5 StrongDeflected politely without confirming anything, kept the relationship intact, and told the executive if it mattered.
Role-specific
Walk me through how you would prepare your executive for a full day of out-of-town meetings.
Follow-up: What would you do if the flight was cancelled that morning?
1 WeakBooks the flight and hotel only.
3 SolidBooks travel and forwards the confirmations.
5 StrongOne itinerary with bookings, addresses, contacts and briefing notes, plus a backup plan and quick rebooking.
Behavioural questions by skill
Behavioural questions ask about something the person actually did. Past behaviour is a better guide than "what would you do" answers alone.
Honesty and integrity
Does the right thing, including when nobody's looking.
Tell me about a time you were asked to do something at work that you felt wasn't right.
Follow-up: What happened afterwards?
1 WeakDid it without question.
3 SolidDid it but felt uneasy.
5 StrongRaised it respectfully and did the right thing.
Describe a time you handled cash, stock or private information. How did you keep it secure?
Follow-up: Did anything ever go missing?
1 WeakVague answer.
3 SolidFollowed the basics.
5 StrongSpecific precautions and an example.
Tell me about a time you admitted you didn't know something.
Follow-up: What did you do next?
1 WeakNever has.
3 SolidAdmitted it when pressed.
5 StrongAdmitted it early and found the answer.
Organizing and time management
Plans the work and meets deadlines.
Walk me through how you plan a typical work day.
Follow-up: What do you do when the plan falls apart?
1 WeakNo plan.
3 SolidA loose plan.
5 StrongA clear system, such as a list or calendar, and how they adjust it.
Tell me about a time you had several deadlines at once.
Follow-up: How did you decide the order?
1 WeakMissed some without warning.
3 SolidMet them by working late.
5 StrongPrioritized, planned, and met them or flagged early.
Describe a system you use to keep track of tasks, orders or paperwork.
Follow-up: Show me how you'd use it on your first day here.
1 WeakNone.
3 SolidMostly memory.
5 StrongA reliable system with an example.
Communication
Explains clearly and keeps people in the loop.
Tell me about a time you had to explain something complicated to someone who was new to it.
Follow-up: How did you know they understood?
1 WeakCan't explain clearly, even in the interview.
3 SolidExplained it but didn't check understanding.
5 StrongUsed plain words or examples and checked they got it.
Describe a time you had to give bad news to a customer, coworker or manager.
Follow-up: What did you say first?
1 WeakAvoided it or left it to someone else.
3 SolidDelivered it, but bluntly or late.
5 StrongDelivered it early and clearly, with a next step.
Tell me about a time a misunderstanding caused a problem at work. What did you learn?
Follow-up: What do you do differently now?
1 WeakBlames the other person entirely.
3 SolidFixed the issue with little reflection.
5 StrongFixed it and changed how they communicate, such as confirming in writing.
Attention to detail
Gets the small things right.
Tell me about a time you caught a mistake before it caused a problem.
Follow-up: How did you spot it?
1 WeakNo example.
3 SolidCaught one by chance.
5 StrongCaught it because of a habit or check they always do.
Walk me through how you check your own work before calling it done.
Follow-up: Has that check ever caught something?
1 WeakThey don't.
3 SolidA quick look over.
5 StrongA clear routine that fits the task.
Describe a task where getting the small details right really mattered.
Follow-up: What would have happened if they were wrong?
1 WeakCan't name one.
3 SolidNames one, but light on how.
5 StrongExplains the details, why they mattered, and how they got them right.
Problem solving
Works out the cause and fixes it properly.
Tell me about a problem at work that you solved without being told how.
Follow-up: How did you work out what was wrong?
1 WeakWaited to be told what to do.
3 SolidSolved it with a common fix.
5 StrongFound the cause and fixed it so it stayed fixed.
Describe a time something went wrong in the middle of a busy day. What did you do first?
Follow-up: Who did you tell, and when?
1 WeakPanicked or froze.
3 SolidCalled for help right away without trying anything.
5 StrongMade it safe, tried the obvious fixes, and escalated with clear information.
Tell me about a time you noticed a better way to do a routine task.
Follow-up: What happened when you raised it?
1 WeakNever looked for one.
3 SolidNoticed it but didn't act.
5 StrongSuggested or tested it and can describe the result.
Adaptability
Handles change without losing their footing.
Tell me about a time your plans or duties changed at the last minute.
Follow-up: How did you feel about it at the time?
1 WeakComplained or resisted.
3 SolidAdjusted, but grudgingly.
5 StrongAdjusted quickly and helped others adjust too.
Describe the biggest change you've dealt with at work, such as a new system, manager or process.
Follow-up: What helped you get used to it?
1 WeakStill negative about it.
3 SolidGot used to it eventually.
5 StrongLearned it early and found what was useful about it.
Tell me about a time you had to do a task you'd never done before.
Follow-up: What did you do to get up to speed?
1 WeakRefused or avoided it.
3 SolidDid it with a lot of help.
5 StrongAsked the right questions, got going, and learned fast.
Prescreen questions for executive assistant candidates
Ask these on a five-minute phone call or send them as a form before you book interviews.
- Are you legally entitled to work in Canada? (Yes / No)
- Which days and times are you available to work?
- When could you start?
- What pay are you looking for?
- What interests you about this job?
- Have you directly supported a senior leader or business owner for at least two years? (Yes / No)
- How would you rate your skills with Word, Excel, PowerPoint and Outlook (or the Google equivalents)? (Advanced / Intermediate / Basic)
How to score the answers
- Ask every candidate the same questions in the same order. That's what makes scores comparable.
- Write down what they did, not your impression. "Closed alone on a Saturday and restocked for the morning" beats "seems reliable".
- Score each answer from 1 to 5 against the guide under the question. A 3 is a solid, acceptable answer.
- Average the scores and read the notes behind any big gap between interviewers.
- Check references on the areas where you're least sure.
Questions to avoid
In Canada, hiring questions should be about the job. Human rights laws protect people from being treated differently because of things like their age, family status, disability, religion, race, place of origin, sex, sexual orientation or gender identity. Stay away from questions like these:
- "How old are you?" or "When did you finish high school?"
- "Do you have kids?" or "Are you planning a family?"
- "Where are you from originally?" (You can ask: "Are you legally entitled to work in Canada?")
- "Do you have any health problems?" (You can ask: "This job involves [a real duty]. Can you do that, with or without accommodation?")
This is general information, not legal advice. Rules vary by province.
Questions
What should I ask in an executive assistant interview?
Ask about the parts of the job that matter most: honesty and integrity, organizing and time management, communication, attention to detail, plus role-specific questions such as "Your executive has three meetings booked in the same hour, and each person says theirs is important. Walk me through how you sort it out." Ask every candidate the same questions so you can compare them fairly.
How do I score an executive assistant interview?
Score each answer from 1 to 5 against a short guide that describes a weak, solid and strong answer. Score what the person actually did in their example, not how confident they sounded. Then average the scores and read the notes behind any big differences.
What should I ask before interviewing an executive assistant?
Use a short prescreen: work eligibility, availability, start date, pay expectations and the must-haves for the role, such as "Have you directly supported a senior leader or business owner for at least two years?"
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