37 Extraordinary Christmas Wishes For the Boss

Christmas is a time to send festive greetings to all the important people in your life – and that, of course, includes your boss. Call us jaded, but it seems more than a little obvious that you want to stay in the good graces of someone who writes your performance reviews and approves your vacation. Christmas provides a perfect opportunity to send your best wishes.

What might not seem obvious is what you should say in said holiday message. For ideas, check out the following list of Christmas wishes for the boss. These yuletide greetings go great in a Christmas card, text message, or whatever medium you want to use to send your boss some holiday cheer.

Wishing you and your family all the best this holiday season. I’m lucky to have a caring and supportive boss like you.

Merry Christmas to a boss who keeps the office humming along like Santa’s Workshop.
Merry Christmas and Happy New Year to a great boss! Working for you has been a joy, and I look forward to all the opportunities and experiences the new year has to offer.
Having you for a boss is a better gift than anything I’m liable to find under the Christmas tree. Happy Holidays to you and yours.
Thank you for your leadership and support over the past year. I hope you get a chance to relax and spend plenty of time with loved ones over the holidays.

Like Rudolph, you do an amazing job leading the way. Merry Christmas to a great boss.
Having you for a boss is truly the gift that keeps on giving. Merry Christmas and Happy New Year.
Merry Christmas to a boss who bends over backwards to give everyone the time off they need. Hope you get some time to yourself over the holidays.
Having you for a boss is truly Claus for celebration. Hope your Christmas is as awesome as you are.

Merry Christmas to a wonderful boss. I hope you get a chance to rest, relax, and recharge for the new year.
Boss… you deserve a little something extra under the tree for everything you do. Best wishes to you and yours this holiday season.
Merry Christmas, boss! Hope you enjoy your time off, and don’t have too much work waiting for you when you get back.
Happy Holidays to a great boss! Wishing you a peaceful Christmas and a prosperous New Year.

Working for this company feels like being part of a family, and that’s largely thanks to you. I’m grateful for your dedication, fairness, and overall leadership. Merry Christmas!
It’s been an amazing year, boss! I hope you can take some time this Christmas to reflect on all of your accomplishments. You have a lot to be proud of.
Hope you have a wonderful, stress-free Christmas surrounded by friends and family. If anyone deserves it, you do.
Merry Christmas to a great boss and an even better friend.

Thanks for all the support you’ve given me over the past year. I couldn’t ask for a better supervisor. Merry Christmas and Happy New Year!
Happy Holidays to a wonderful boss! I know it might be hard for someone as selfless as you are, but please take some time to yourself this Christmas to enjoy the fruits of your labor.
May you enjoy the holidays with nary a thought of work!
It’s been a challenging year. I’m so grateful that we had you to guide us through it, and under your leadership, I look forward to a successful year ahead. In the meantime, enjoy your time with your family this Christmas.

Boss… hope there are lots goodies for you under the Christmas tree. Of course, with an employee like me, I’m not sure what more you could ask for! Merry Christmas!
Thank you for being a super supervisor. Happy Holidays from my family to yours.
Merry Christmas to a wonderful boss. Hope your days off are full of joy and free of deadlines.
Have yourself a merry little Christmas, boss. May your home be full of love and laughter this holiday season.

Merry Christmas to the hardest working boss outside of Santa Claus himself. I look forward to another year in your workshop.
From my family to yours, Merry Christmas. I am truly grateful to have a boss like you.
It’s been a pleasure working for you over the past year. I see nothing but good things for this team under your inspiring leadership. Happy Holidays to you and yours!
Christmas is a time to count our blessings. I count myself blessed to have you as a boss. Happy Holidays to a wonderful friend and mentor!

Christmas is a time for family, and I’m thankful for the wonderful work family I have and the boss who brings everyone together. I wish you nothing but the best this holiday season.
You deserve a mountain of presents for all the hard work you’ve done over the past year. Merry Christmas, boss!
This year was great, and next year promises to be even better with you leading the way. Thanks for your leadership – and Merry Christmas!
Having you for a boss is one of the best gifts anyone could receive. Hope your holidays are full of wonder and joy.

Enjoy your time off this Christmas, boss. With all the challenges of the past year, you definitely need a break!
It’s the most wonderful time of the year, and you’re the most wonderful boss ever. Happy Holidays.
Happy Holidays to an amazing boss… from his equally amazing team.
Merry Christmas to the hardest working boss this side of the North Pole!