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03 · Professional & Academic

Questions to Ask Employees About Company

Questions for a candidate talking to current employees before accepting a job, whether in a panel interview, over coffee, or in a message to someone who already works there. They cover how the week actually goes, how decisions get made, who has left recently, and what would make the person you are talking to leave.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. How long have you been here, and what were you doing before?

    Why ask it

    An easy opener that also gives you a reference point for everything else they say. Someone three months in describes onboarding; someone six years in describes what has changed, and only one of them can tell you whether people stay.

  2. What did you expect before you joined, and what surprised you?

    Why ask it

    The gap between the recruiting pitch and the job is exactly what you are trying to find, and this question asks for it without inviting disloyalty. If the surprise is scale, pace, or how much is unwritten, ask how long it took to stop being a problem.

  3. What did you actually work on last week?

    Why ask it

    Concrete and hard to answer in marketing language. A week that turns out to be mostly meetings, waiting for approvals, or firefighting tells you more than any description of a typical week would.

  4. How much of your week goes to meetings?

    Why ask it

    This is a reliable proxy for how much authority individuals hold. Nervous laughter is an answer in itself, and it is worth asking how many of those meetings they could skip without consequence.

  5. Who has left your team recently, and where did they go?

    Why ask it

    Departures are the most informative thing an insider can tell you and nobody volunteers them. Several people leaving for the same competitor, or leaving with nothing lined up, mean quite different things.

  6. What happens here when something fails?

    Why ask it

    Ask for the last actual instance rather than the policy. You are listening for whether someone was blamed, whether the work was quietly buried, or whether anything changed as a result.

  7. When two teams disagree, how does it get settled?

    Why ask it

    Every organisation has a real answer to this, and it is usually a person rather than a process. If the answer is that it goes to the founder, or that it does not get settled, expect to spend energy on it yourself.

  8. When did you last get feedback that was actually useful, and who was it from?

    Why ask it

    The specificity is the test. Companies with a review cycle and nothing else produce long pauses here, and a manager who gives feedback only in writing at the half-year mark is a manager you will not learn much from.

  9. What does it take to get promoted, and who was promoted most recently?

    Why ask it

    The second half checks the first. A described ladder with no recent example on it usually means promotions are rare, negotiated individually, or reserved for people who arrive from outside.

  10. How often do priorities change, and who changes them?

    Why ask it

    Frequent reversals from one person at the top is a specific and common working condition that no job description mentions. Ask what happened to the last thing that got dropped, and how the team was told.

  11. What is the busiest stretch of the year like here?

    Why ask it

    Averages conceal the crunch, which is where the real hours live: a launch, a quarter end, an audit, a season. Ask what people do afterwards, since a company that gives nothing back after a hard month is telling you its terms.

  12. How late do people answer messages, and does anyone mind if you do not?

    Why ask it

    The second half is where the truth is. Written policies about balance mean little next to whether the person you are asking has replied to something at eleven at night this week.

  13. What is your manager like to work for?

    Why ask it

    If this person would be a colleague, ask about your prospective manager by name. Careful, heavily qualified praise is a signal, and so is a switch from what they are like to what they have achieved.

  14. What do people grumble about at lunch?

    Why ask it

    Framed as ordinary complaint rather than as criticism, this is often the most honest answer of the conversation. Tools, expenses, hiring delays, and one difficult department come up more often than pay does.

  15. Where does the company make its money, and is that changing?

    Why ask it

    An employee who cannot answer this is telling you how much information circulates internally. If the answer names one large customer or one product, you have found the risk to your own job.

  16. What changed in the past year, and how did people take it?

    Why ask it

    Reorganisations, new leadership, a funding round, or an acquisition all leave residue. How they describe the reaction, rather than the change itself, tells you how much trust there is in whoever makes decisions.

  17. Has there been a layoff or a hiring freeze, and how was it handled?

    Why ask it

    Ask plainly, because it will not come up otherwise, and it is checkable afterwards. What matters is the handling: notice, honesty, and whether the people who stayed absorbed the missing work permanently.

  18. What would make you leave?

    Why ask it

    This is the most revealing question on the list and it is best asked one to one rather than in a panel. Answers are usually specific, such as their manager leaving, the commute changing, or a project being cancelled, and each one points at what is fragile.

  19. Who does well here, and who struggles?

    Why ask it

    The second half gets past company values into observed behaviour. Compare it honestly with how you work rather than with how you plan to present yourself in the interview.

  20. Would you tell a friend to apply here, and which team would you point them at?

    Why ask it

    The follow-up is what makes it useful, because it forces a distinction between parts of the company. Enthusiasm for the company generally, with a hesitation about one particular team, is the answer you most need to hear.

Getting honest answers from people who work there

Practical guidance for the conversation itself

Where to ask

In the interview loop

Anyone the company puts in front of you is also assessing you, so ask about process, decisions, and how work gets done rather than about morale. Save the sharper questions for the informal conversations.

One to one, off the schedule

Ask the recruiter to connect you with someone doing the job you are applying for, ideally without their manager present. A company that refuses this at final stage is making a choice worth noticing.

People who have left

Former employees speak freely and are usually willing to give twenty minutes to a stranger who asks politely and is specific. Ask why they left and what they miss; the second question keeps the answer balanced.

In writing, from a distance

A short message to someone who works there, saying that you have an offer and want one honest question answered, works more often than people expect. Ask one thing, not ten.

How to ask

  • Ask for the last time rather than the usual case. Recent examples cannot be answered with the recruiting script.
  • Ask for both halves: what is good and what is not. People answer the negative half more honestly when it has been invited.
  • Keep it to three or four questions per person and let the conversation go where it wants after that.
  • Ask the same two questions of everyone you speak to. The variation between answers is the finding.
  • Do not offer your own opinion of the company while they are talking. Filling the silence is the fastest way to get agreement instead of information.

Reading the answers

  • Hedging on a specific question after fluency on everything else usually marks the real problem.
  • Praise that is all about the people, with nothing about the work or the direction, often means the work is dull or the strategy is unclear.
  • Watch for the phrase that everyone uses. Repeated wording across several employees is a sign of a message, not a consensus.
  • Take note of who cannot answer a basic question about how money is made or how a decision was reached.
  • One bad review online means little; the same complaint from two current employees and one former one means a great deal.

What to avoid

  • Do not ask an employee to compare the company with a competitor by name. It puts them in an awkward position and the answer will be guarded.
  • Do not ask about salary bands from a colleague you have just met. Ask the recruiter, or check what the law in your location requires them to publish.
  • Do not repeat what one employee told you to another, particularly to anyone senior. Word travels and it can cost you the offer.
  • Do not treat a single person's experience as the whole company. Teams a floor apart can differ more than two companies do.