Say the human thing first, and say it on its own

Your report cannot infer your goodwill. That sounds unkind about them and it is not meant to be. Grief flattens everything into threat assessment, and a manager is, whatever else you are to each other, the person who signs off the leave and writes the review. So the sympathy has to arrive on its own: no cover plan, no handover, no gentle question about Thursday.

Then, separately and later, the practical message. A day or two behind is fine. Two rules for that one. It contains no question, and it states decisions you have already taken rather than options you would like them to pick between. Something like this:

Just so you have it in writing: your bereavement leave is approved through the 14th and I have already extended it in the system. Marta is covering the Reddick account. Nothing needs a decision from you. If you want any of it changed, message me at any hour and I will change it.

The no-question rule is the part managers skip. A question is answerable, and an answerable thing is the only kind of thing a person in the first week of grief can actually complete, so they will complete it, at midnight, from somewhere awful. Do not hand them one. (For the general shape of the writing rather than the manager version, what to write in a sympathy card covers the basics.)

The phrases to keep out of it

Most of these read as kind on the page, which is exactly why they survive. Said out loud to someone four days into a loss, they land somewhere else entirely.

"At least" is the worst of them, in every form it takes. At least she was not in pain. At least you had time to prepare. At least you got sixteen good years with him. Every "at least" is an argument that the grief should be smaller than it currently is, and the bereaved person hears the argument, not the comfort.

Then: "everything happens for a reason", which asks them to accept that their mother's death was scheduled by something, for a purpose. "He is in a better place", which only comforts someone who already believes it and is a small act of theological trespass on someone who does not. "Time heals" and any variation that puts a number of months on it. "Be strong", which is a request dressed as encouragement, asking them to perform composure for the comfort of the people around them. "I know how you feel", which is almost never true and which quietly moves the subject from them to you.

"Let me know if you need anything" belongs on the list too, and it is the one people defend hardest. It sounds generous. What it does is hand a grieving person a task with four steps: work out what they need, work out whether it is a reasonable ask, work out how to ask a manager for it, then ask. Three of those four are hard on a good day. Replace it with something you have already decided and are simply reporting. "There is food coming to your door on Thursday, you do not need to be dressed." "I have declined your meetings for the next fortnight." "Marta has the account until you say otherwise."

Two more that only apply because you are the boss. Do not put a deadline, a cover arrangement or the word handover anywhere inside the sympathy message, not even at the end, not even softly. And do not write "take all the time you need" unless you have checked the policy and are willing to defend the answer. Managers say that sentence in the first hour, then discover the company allows three days, and the walk-back is worse than never having offered. If it is five days, say five days, and say you will go and argue for more if they need it.

When the death was sudden

Speed is most of the job here. A card that arrives on day nine is a card about your own discomfort rather than their loss. Same day, or the next morning at the latest, even if it is four badly typed sentences from your phone in a car park. Do not describe what happened, do not ask how it happened, and do not repeat anything you heard secondhand from someone else on the team.

  • I heard an hour ago and I am so sorry. Nothing here needs a reply.
  • No warning, no chance to get ready. I am so sorry.
  • I am so sorry about your dad. I have been thinking about you all morning and I did not want another hour to pass without you knowing that.
  • No words for this one. Only that I am sorry.
  • I am so sorry. I have told the team myself, so nobody is going to ask you what happened.
  • You did not get to say anything to him. That is not a failing on your part, it is just the shape of the thing, and I am sorry it happened this way.
  • Sorry. Properly sorry.

When it was a long illness

People assume a long illness softens the landing. Sometimes it does. Mostly it means your employee has been doing two jobs for a year, one of which nobody at work knew about, and the death arrives on top of the exhaustion rather than instead of it.

In 2019 I ran a five-person billing team at a utilities firm in Warrington, and Kirsty's mother had motor neurone disease for about two and a half years before she died. I sent Kirsty a card on the Monday. Then, five minutes later, because I wanted her to feel looked after and I was not thinking, I sent a separate email asking whether Thursday's handover still worked or whether I should move it. She answered the handover email at eleven that night from the hospice car park. She never answered the card. Eleven months on she brought it up herself, and not the way I expected: she said the email had been a relief, because it was the only question anyone asked her that week that she knew the answer to. I still think I was wrong to send it. I have also stopped being completely sure.

What stayed with me from that is narrower than a rule. Name the length of it. Someone who has been quietly caregiving for two years wants one person to say out loud that the two years happened, and almost nobody does, because the death is the only part that made it into the announcement. If the parent is the one who died, condolence messages for the loss of a parent has more lines pitched outside the work relationship.

  • I know it was expected. I do not think that makes it any smaller.
  • I am so sorry about your mum. You have been the one noticing everything for two years, and now this.
  • You were carrying this before I ever met you. I am sorry it ended the way it did.
  • Sorry does not cover it. I am, though.
  • You looked after her for a long time, and that was true well before anyone used the word terminal. I am so sorry she is gone.
  • There is a strange, awful quiet after a long illness, once the appointments stop and there is nothing left to organise. I am sorry you are in it.

When an employee has lost a child

This is the one you will get wrong if you handle it like the others, and it is also the one where being their manager matters most, because you personally control the two things they will lie awake worrying about: the money and whether the job survives this.

Write shorter than you think. The instinct with a loss this size is to write more, to make the length of the message somehow equal to the size of the thing. It does not work and it exhausts the reader. Four sentences. Use the child's name. Say you are sorry. Say nothing about strength, about their other children, about the future, about anyone trying again. Do not say you cannot imagine it, which is true but turns them into the exhibit.

Use the name every time, and keep using it. Bereaved parents lose the child and then slowly lose the child's name out of other people's mouths, because everyone is frightened of upsetting them by saying it. You will not upset them. You are far more likely to end up the only person at work who says it, and they will remember which one you were. Six months later, in a one-to-one, "how are you doing, really, with Sadie" is a better sentence than anything you can fit in a card.

Then the money, said explicitly, because they cannot feel it from context. Tell them the leave, the pay, and whether either has an end date. Tell them the review is not happening this cycle, or that it is happening and will say nothing whatsoever about this year. Tell them nobody is being hired. A grieving parent will not ask you a single one of those questions, and in the absence of an answer they will assume the worst one.

  • I am so sorry about Sadie.
  • There is nothing I can say and I am not going to try. I am so sorry. I am not going anywhere.
  • Sadie's name is safe with me. Say it as often as you want to, and I will say it back.
  • I am so sorry. You are her mother today and you will be her mother in ten years, and nobody here is going to put her in the past tense before you do.
  • I am so sorry. Your job is here. That is the last time I will bring it up unless you do.

Pregnancy loss, and the part where you are not supposed to know

Often you find out sideways. An HR notification, a partner's email, a colleague who told you in confidence at the end of a call. That leaves you in an odd position, because the employee may not know that you know, and may have told the company only so the leave got signed off.

Say less, say it privately, and say it in writing rather than out loud in a corridor. One line acknowledging it. One line making the leave concrete. And one line stating exactly who else you have told, which for most people is the most anxious part of the whole thing. Do not use the word miscarriage unless they have used it with you first. Do not mention how common it is.

  • I am so sorry. You do not owe me any details and I am not going to ask for any.
  • I heard, and I am sorry. I have told nobody, and I will keep it that way unless you tell me otherwise.
  • I am so sorry for your loss. It was a baby to you and it is a baby to me too.
  • You were pregnant on Monday and you are grieving on Friday and the world is carrying on as though the week was ordinary. I am sorry. It was not.
  • I am sorry. Your leave is bereavement leave, and I have logged it that way.

When it is their pet

"It was just a dog." She said it first, in the message telling me, before anybody could say it for her. Fifteen years is longer than most people stay in a job, and the dog had been in the corner of every video call for six of them. Nobody needs a lecture from a manager about whether that counts. Send something small the same day, keep it to four lines, and if your company has any kind of compassionate leave that stretches to it, say so before you are asked. Condolence messages for the loss of a pet goes further if you want more than the manager version.

  • He was around for longer than most of your friendships. That is not a small thing to lose.
  • I am so sorry about Ludo.
  • Sorry about Ludo. Take tomorrow.
  • He was in the corner of every video call you have been on for six years. The whole team noticed him. We are sorry.
  • I am sorry. I know the house is wrong now.

An employee you barely know

A new starter three weeks in, someone on another squad who reports to you on paper, a contractor whose surname you would have to look up. The temptation is to send nothing on the grounds that it would be strange coming from you. Send it anyway. A short, plain, slightly awkward message from a manager they hardly know reads as decency. Silence reads as indifference, and they have no other data about you yet to weigh it against.

Two sentences. Do not claim a relationship you do not have. If you never met the person who died, do not tell them you are sure she was wonderful. And if you do not know the name, do not guess and do not write "your loss" three times in four lines to paper over the gap. Where the relationship is genuinely thin, sympathy messages for a coworker reads better than anything manager-flavoured.

  • I do not know you well yet, and I am sorry that this is the thing we are talking about first. I am sorry for your loss.
  • I am sorry about your grandmother. Please do not feel you need to write back to me.
  • Sorry for your loss.
  • We have not worked together long, so I am not going to pretend I know what she meant to you. I am sorry she is gone.
  • I am sorry. You are new here, and I want you to know that none of this counts against you in any way at all.

The card the whole team signs

If you are the manager you are probably the one organising it, which is two jobs at once: writing your own line, and quietly protecting everyone else's. Do not circulate a card with a suggested message at the top, because you will get eleven variations of your own sentence back. Do not make signing mandatory and do not chase the people who have not. And do not let anybody write anything about work on it.

Send it once, in one place, with a real deadline for you and none for them. If someone asks what to write, tell them two sentences is plenty and that their own clumsy words beat a good line copied off the internet. Where the loss is further up the chain rather than down it, sympathy messages for your boss pitches the register differently.

  • All of us are thinking about you. Nobody here expects anything.
  • We are so sorry. There are eleven of us and every one of us signed this without being asked twice.
  • Your desk plant is being watered. Badly, but it is being watered. We are so sorry about your dad.
  • We are sorry. Whenever you come back we will be normal with you, and if normal turns out to be the wrong thing that day, say so and we will stop.
  • Thinking of you.
  • The team asked me to say that we are sorry, and then every single person wrote their own line anyway, which probably tells you something.

Their first day back

I said at the top to keep the practical and the human apart. On the first day back, do the opposite. Bundle them, in the first ninety seconds, because by then the silence about work has become the loudest thing in the room and a manager who says only warm things and nothing about the job is a manager the employee will spend the whole afternoon decoding. You are glad they are back, you are still sorry about their mum, here is what is on their plate this week and here is what you took off it. All of it in one breath, standing up, before anybody has taken a coat off.

Then leave them alone. Do not book a catch-up about how they are doing. Put the anniversary in your calendar though, and the birthday, and send one line on each of them. Hardly anyone remembers to. Which is why the ones who do get remembered back. What to say on the anniversary of a death is worth reading before that date arrives.

  • Welcome back. I am glad you are here. I am still sorry about your mum.
  • Good to see you. I kept your first two days clear on purpose and there is nothing waiting that cannot wait longer.
  • You look tired. Go home at three if you want to and I will not ask why.
  • I am not going to make a thing of today. But I did not want to say nothing either, so: I am sorry, and I am glad you are back.
  • Take the meetings you want. I have declined the rest for you already.
  • If you need to leave the building at eleven on a Wednesday for a reason you do not feel like explaining, leave the building at eleven on a Wednesday.

Turn it into a group card

A physical card has a problem that is specific to this situation. The desk is empty, so the card either sits there for three weeks in front of the whole team or gets handed over in a corridor at the worst possible moment. A link does not have that problem. It waits, unopened, until they are ready to open it.

A free sympathy ecard lets everyone write their own line in their own time, including the people on nights and the two who are away. You can create a card online in a few minutes and schedule the delivery for the week after the funeral rather than the day it happens, which is usually the week nobody sends anything.

One thing to do before you send it. Read every note first. You are the manager, and you are the only person likely to catch the well-meant "she is in a better place" from someone two desks away who does not know the family are not religious. Delete it, or go and ask them to change it before it goes.