Empathy at Work During the Holidays: How leaders can communicate with empathy, inclusion, and care in the holiday season

As we head into Christmas week, a quick reminder:

This time of year can mean very different things to different people. For some, it’s happy. For others, it’s complicated, difficult, or simply something to get through.

Empathy at work, especially during the holidays, doesn’t require deep wisdom or perfect intuition. Often it’s just about how we acknowledge different experiences.

Sample Holiday Message for Leaders

If you’re a leader sending a holiday message to your team, language like this can go a long way:

“As the year comes to a close, I want to thank you for the care and effort you’ve brought to your work. Whatever this season holds for you, I hope you’re able to rest and take care of yourself. If you’re taking time off, I encourage you to truly disconnect. I look forward to seeing you in the new year.”

No assumptions or forced cheer. Just respect and permission to rest.

How to Check in with a Colleague Who is Struggling

And sometimes empathy is more specific. If you know someone who’s struggling (because of loss, illness, or simply exhaustion) a check-in can make all the difference. Don’t get stuck on finding the perfect words. It can be as simple as:

“I know this season can be especially hard after a loss. I just wanted you to know I’m thinking of you. No pressure to respond, but if it would help to take a walk or grab a coffee, I’m around.”

You’re not trying to fix or reframe anything, just letting them know they’re not invisible.

Especially this week, consider making space for different experiences, fewer expectations, and a little more gentleness than usual.

Thanks for all you’re doing for those around you, especially this week. In the chat, I’d love to hear how you’ve phrased holidays messages or check-ins, and what you’ve found helpful when others have reached out to you.

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Katharine Manning

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Katharine Manning
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