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03 · Professional & Academic

Conflict Resolution Questions to Ask

For managers, mediators and anyone stuck in a dispute at work or at home. Twenty questions that separate stated positions from what people actually need, test the assumptions each side is carrying, and move a conversation from blame toward something both people will hold to. The last few are about writing down what was agreed, which is where most attempted resolutions fail.

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

The questions

Open any question for the note

  1. Can you tell me how you saw it, start to finish, and I will not interrupt?

    Why ask it

    The promise not to interrupt is what makes this work, so keep it even when you hear something wrong. People who have been cut off before will race through their account; the details they slow down on are the ones that still sting.

  2. Which part of this is bothering you most?

    Why ask it

    Disputes arrive as a bundle of grievances, and the loudest is rarely the heaviest. Asking for the ranking often reveals that the substantive issue matters less than being told about the decision after everyone else.

  3. When did this start for you?

    Why ask it

    The trigger event you are dealing with is often not where the other person's clock started. If the answer reaches back weeks or months, you are working on a pattern, and fixing only the latest incident will not settle anything.

  4. What did you think I meant by it?

    Why ask it

    Gets at the interpretation rather than arguing about the words, which is usually where the damage lives. Expect to hear a motive attributed to you that you did not have; that is the moment to correct the record without disputing that it landed that way.

  5. What do you need that you are not getting right now?

    Why ask it

    Positions are demands, needs are usually simpler: notice, credit, predictability, a say in the decision, being told first. Needs are far easier to meet than positions, and people rarely state them unless asked directly.

  6. If this went well, what would be different by Monday morning?

    Why ask it

    Pulls the conversation from principle down to observable behaviour. An answer that cannot name anything concrete usually means the person wants an apology or an acknowledgement, which is worth saying out loud instead of designing a process around.

  7. What am I getting wrong about your side of it?

    Why ask it

    Invites correction while signalling you expect to be wrong about something, which lowers the cost of telling you. A flat "nothing" here often means the person does not yet believe the conversation is safe, so slow down rather than moving on.

  8. What would you have done in my position?

    Why ask it

    Not a rhetorical trap unless you use it as one. Asked plainly, it either produces a better option you had not considered, or it produces silence, which tends to do more to shift a stance than any argument you could make.

  9. Which parts of this do we already agree on?

    Why ask it

    Almost always more than either side expects: the deadline matters, the customer should not notice, nobody wants to keep having this conversation. Naming the overlap early gives you something to build on when the hard part stalls.

  10. Is this about what happened, or about something that has been building?

    Why ask it

    Gives permission to raise the real complaint. If the answer is the latter, stop trying to resolve the incident, because the incident was the occasion rather than the cause, and settling it will leave the actual dispute untouched.

  11. What have I done that made this harder?

    Why ask it

    Ask it, then be quiet, and do not follow the answer with a defence. Naming even one small thing you did badly is usually what unlocks the other person's willingness to do the same, and refusing to ask it guarantees the conversation stays adversarial.

  12. What can you live with here, and what can you genuinely not?

    Why ask it

    Separates preference from limit, which most people have never had to distinguish out loud. Watch for a list where everything is non-negotiable: that usually means the person is bracing for a fight rather than that all of it matters equally.

  13. If we did it your way, what does that cost the other side?

    Why ask it

    Requires each person to describe the other's loss, which is harder to dodge than being asked to compromise. Someone who cannot answer has not yet understood the other position, and any agreement built on that will not survive contact.

  14. What is the worst version of how this ends, from where you sit?

    Why ask it

    Fear is usually driving more of the behaviour than the stated issue: losing the project, being managed out, being blamed for someone else's decision. Once named, the fear can often be dealt with directly, and sometimes that is the whole resolution.

  15. What is the smallest change that would make this bearable for now?

    Why ask it

    Useful when a full settlement is out of reach today. A meeting moved, a copy on an email, one task reassigned: small changes lower the temperature and buy time, and refusing a small change is itself informative.

  16. Who else is affected by how we settle this?

    Why ask it

    Two people in a room can readily agree something that lands badly on a third. Naming everyone touched by the fix also reveals whether one of you has been fighting on someone else's behalf without saying so.

  17. How should we decide if we still disagree after all this?

    Why ask it

    Agreeing the tie-break before you need it removes most of the threat from the discussion. It may be a manager, a policy, a coin toss on something trivial, or accepting the disagreement. Without this step, an unresolved point quietly becomes the next conflict.

  18. What do you want this working relationship to look like once it is settled?

    Why ask it

    Some people want warmth restored and some only want to be left alone to do the job. Both are workable, but pursuing the wrong one is why apparently successful resolutions keep coming apart, so ask rather than assume.

  19. What is one thing each of us will do differently, starting tomorrow?

    Why ask it

    Two specific commitments, one each, beat a page of principles. If either side's commitment is a feeling rather than an action, keep going: "be more collaborative" cannot be checked, whereas "send the draft before the meeting" can.

  20. When shall we check whether this actually worked?

    Why ask it

    Set a date in the calendar before you leave the room, ideally two or three weeks out. It makes the agreement reviewable rather than final, which lowers the stakes now, and it means a return of the problem gets raised rather than tolerated.

Running the conversation itself

Practical guidance for the conversation itself

Setting it up

  • Do not attempt this in the hour after the incident. Agree a time within a day or two instead, so both people arrive having thought rather than braced.
  • Talk to each person alone first. People say what they actually want when there is no audience, and you find out whether a joint conversation would help or make things worse.
  • Book a private room and a real amount of time. Doing it standing in a corridor tells everyone how seriously it is being taken.
  • Say at the start what the meeting is for and what it is not: settling how the two of you work, not deciding who was right. Name any limit up front, such as a decision that has already been made and is not up for discussion.
  • Bring paper and write down what is agreed, in their words. Memories of these meetings diverge fast, and a shared note is the only thing that holds.

While you are in it

Say it back before you answer it

Summarise what you heard and ask whether you got it right. People cannot let go of a grievance until they are satisfied it has been received, and this is faster than arguing about whether they were listened to.

Ask about behaviour, not character

"What happened in the meeting on Tuesday?" can be answered. "Why are you so dismissive?" can only be denied. Keep every question attached to something a camera would have recorded.

Let the silence sit

The most useful answers in a dispute come after an uncomfortable pause. If you fill it, you will get the rehearsed version. Count to five and let them think.

Separate the vent from the negotiation

People need to say the unfair thing before they can be reasonable. Take the first ten minutes as ventilation, do not litigate any of it, and only then start on what changes.

Watch the power difference

If you are the manager, or the parent, or simply the more confident talker, the other person is managing risk while you are discussing a problem. Say explicitly what will not be held against them, then go second on every difficult question.

What derails these conversations

Trying to establish who was right

Both accounts are usually accurate about what each person experienced. Time spent adjudicating history is time not spent on what happens next, and it hardens both positions on the way.

"Let us just move on"

Offered early, this reads as a request to drop it, and it is the single most reliable way to guarantee the issue returns. Move on after the specific commitments exist, not before.

Stacking grievances

Once one complaint is settled, resist adding three more from last year. If there is a pattern, name it as a pattern in one sentence and deal with it as its own conversation, rather than reopening every instance.

Solving it for them

A fix you impose gets complied with, not kept. Anything either person did not help design will be abandoned the first week it becomes inconvenient.

Missing where it stops being a disagreement

Harassment, discrimination, threats, safety issues and anything unlawful are not conflicts to mediate. Stop the process, say plainly why, and route it to whoever is responsible for that, such as HR, a safeguarding lead or a lawyer.

Afterwards, and when it does not work

In the next twenty-four hours

  1. 1Send both people the same short note: what was agreed, who does what, and the review date. No characterisation of who conceded.
  2. 2Do your own commitment first and visibly. The other person is watching whether the agreement is real before they invest in it.
  3. 3Tell anyone affected only what they need to know about the outcome, and nothing about the content. Leaked detail is how these agreements die.
  4. 4Keep the review date even if things look fine. Cancelling it signals the matter is closed, which makes raising a relapse feel like starting a new fight.

If one person will not engage

You cannot mediate with someone who does not want to be in the room. Move to what you can set unilaterally: how work is handed over, what goes in writing, which meetings each of you attends. State it plainly, without making it a punishment.

If it comes back a third time

Two attempts and a relapse usually means the problem is structural rather than interpersonal: overlapping responsibilities, an unclear decision right, a workload that cannot be met. Change the structure, or escalate it to whoever can, and stop asking the two people to be nicer about an impossible arrangement.