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3 min read The Handbook

How do I manage someone who's going through something difficult in their personal life?

Take all the time you need' sounds generous and means nothing.

How do I manage someone who's going through something difficult in their personal life?

Your employee just told you their loved one is dying. Or their marriage is falling apart. Or they're dealing with something they couldn't even fully explain before they started crying in your office.

You said the right things — or tried to. You told them to take whatever time they need. And then they left and you sat there wondering: what does that actually mean? What do I do on Monday? What's my job here?

This is one of the most common situations in management and one of the least discussed. Because it doesn't feel like a management problem — it feels like a human problem. And that instinct is right. It is a human problem. It's also still yours to manage.

Here's the thing most managers get wrong: they treat the personal crisis as a temporary exception, something to tolerate until the person returns to baseline. So they go quiet, avoid any mention of performance, and wait it out — hoping things will resolve themselves without an uncomfortable conversation.

That approach creates two problems. First, it leaves the employee without any clarity about what's expected of them, which is genuinely stressful when you're already overwhelmed. Research consistently shows that one of the things grieving employees want most from their managers isn't just empathy — it's knowing their job is safe and knowing what the rules are right now. Second, it turns a two-week situation into a six-month one. The longer you go without any expectations, the harder it becomes to reintroduce them.

So here's what to actually do.

Start with one direct conversation. Not a check-in. Not a vague "let me know if you need anything." A real conversation where you say two things explicitly: what you're willing to offer, and what still needs to happen. This isn't cold. It's clarifying. Something like: "I want to make sure you have the support you need right now. Here's what I can flex on — [schedule, deadlines, coverage]. Here's what I need from you so the team can cover the rest — [some version of communication, basic availability, whatever's true for the role]. What do you need to make the next few weeks workable?"

This conversation does more than logistics. It signals that you're treating them like an adult who can participate in solving this, not a patient you're managing around.

Second: set a time horizon. Open-ended accommodation feels kind but it's actually destabilizing for everyone involved — including the person you're trying to support. "Take all the time you need" sounds generous and means nothing. Instead, agree on a specific window: two weeks of reduced expectations, then a check-in to see where things stand. This isn't punitive. It's a structure that gives both of you somewhere to land.

Third: keep the accountability conversation available. This is the part managers most want to avoid. If someone's personal situation is genuinely affecting their work after a reasonable grace period, you still need to address it — not because you don't care about them, but because you do. Unaddressed performance problems compound. And an employee who's struggling will often feel worse if they sense you've quietly written them off rather than believing they can recover.

The practical marker here: are they deteriorating or stabilizing? Someone three weeks out from a death who is slowly returning to form needs patience. Someone three months out who is getting worse needs a different kind of support — probably one you can't provide. That's when you refer them to your EAP or HR, not because you're washing your hands of it, but because what they need is a professional, not a manager who's out of their depth.

One boundary worth naming: your role is not therapist, not crisis counselor, not best friend. Blurring that line is one of the most common mistakes managers make when trying to be humane. When you let someone share more than they should, and make yourself more available than is sustainable, you make the eventual performance conversation nearly impossible. You end up managing someone you feel too close to hold accountable. Keep warmth and keep distance at the same time — it's harder than it sounds and more important than most people realize.

The question underneath all of this is: what do you actually owe someone in this situation? The answer is: empathy, clarity, and a reasonable amount of flexibility. Not unlimited accommodation, not silence, and not a conversation you keep postponing until the team is quietly absorbing the cost.

Your job isn't to fix what they're going through. Your job is to make it possible for them to stay functional while they do.