The Best Secret Santa Gifts For Your Boss

by Kiersten Hickman

The time has come for you to receive your random pick for the office Secret Santa, and this year, you've been assigned your boss. I’m sure at that point your palms were sweating, because this is your boss. You want the gift to be the best it can be. That’s why I put together this list of Secret Santa gift suggestions for your boss, all of which were chosen based on the type of relationship you may have with them.

No matter what stage of working relationship you and your boss are at this holiday season, no need to worry: What’s important is finding them something that will not only make them laugh, but can also be a useful tool for them in the office. Not only that, but every time your boss uses that particular gift, they will think of your careful consideration when assigned as their Secret Santa, and what better way for your boss to think positive vibes…especially if you’re in line for that promotion in 2017.

Even if you feel like you don’t know your boss well, some of these gifts are generic enough that will still be useful for them in the long run. From pens to desk organizers and even some stationary, here’s a few ideas to get you shopping:

1. Inspirational Pen Set

Inspirational Pen Set, $15, Etsy

It’s the little encouragements that get you through the work day, and even if you don’t believe it, your boss needs them too.

2. Honest Acronym Sticky Notes

Honest Acronym Sticky Notes, $14.50, Amazon

Upgrade your boss’ sticky note game with these honest acronyms. Plus: They'll help your coworkers get a clearer picture of how your boss is feeling with the chosen sticky note message.

3. Leather Wristlet with Portable Charger

Leather Wristlet with Portable Charger, $19.99, TJMaxx

Is your boss always on the phone 24/7, either making calls or sending emails? Help them thrive with their work flow with this portable charger — which also comes with a stylish wristlet. Perfect enough to fit in a pocket or even to hold when out for a business lunch, and need to give the phone a quick charge while eating. Comes in red and pink.

4. Coffee Lipstick Hustle Mousepad

Coffee Lipstick Hustle Mousepad, $15.50, Etsy

If your boss is the ultimate #girlboss, then this mousepad will fit perfectly with their persona.

5. Big Personality Desk Signs

Big Personality Desk Signs, $28, Uncommon Goods

For the funny boss, this desk sign will get people to understand your boss’ fun personality from the second they walk through the door.

6. #GIRLBOSS By Sophia Amoruso

#GIRLBOSS by Sophia Amoruso, $9.71, Barnes & Noble

Does your boss need some girl power inspiration? Sophia Amoruso is the founder of Nasty Girl, and her story will seriously inspire.

7. Let’s Do Lunch – Business Card Holder

Let’s Do Lunch Business Card Holder, $20, Kate Spade

Is your boss all about networking? Do they always have a stack of business cards on file? This slim and chic business card holder will make handing off their card all the more stylish and professional.

8. Personalized Stationary Notepad

Personalized Stationary Notepad, $16.99, Etsy

If your boss is a bit classy, then this stationary notepad will make them feel important every time they write a note to someone in the office.

9. Crown Catchall

Crown Catchall, $29, West Elm

Subtly show your boss that yes, they claim the crown of the office with this small crown catchall — the perfect place to store small items at their desk during the day such as keys, jewelry, loose change, etc.

10. Like A Boss Travel Mug

Like A Boss Travel Mug, $20, Etsy

This could really be a great present for anyone in your Secret Santa group, but your boss will especially enjoy the humor of this travel mug.

11. Pineapple Figurative Candle

Pineapple Figurative Candle, $14, West Elm

Is your boss all about simplistic design and trying to avoid the knick-knacks? Well, this type of object is perfect for their desk. With the lid on it’s a small piece of décor, but also serves as a candle when they need some zen. Plus, you can convince them that once the candle is out, the pineapple can serve as a pencil holder or a catchall!

12. World’s Best Boss Mug

World’s Best Boss Mug, $14.95, Etsy

If you need to suck up to your boss, you really can’t go wrong with this classic saying.

13. Tears of My Staff Mug

Tears of My Staff Mug, $15.99, Amazon

Or, if you and your boss are on good terms, then this will probably (hopefully) get them laughing. Worth a shot.

14. Crossx Wireless Earbuds

Crossx Wireless Earbuds, $14.99, TJMaxx

Is your boss the type of person who doesn’t mind taking calls while in the middle of their evening workout? Take their workouts (and business calls) to the next level with these wireless, Bluetooth, sweat-protected earbuds.

15. Poppin' Workplace Organization Set

Poppin' Workplace Organization Set, $36.99, Macy’s

Is your boss in serious need of some new office supplies, and maybe a bit of organization of their workspace? Get them started with this sophisticated workspace set. It comes with a medium tray, white and gold stapler and staple remover, pen holder and a pen pouch.

16. Wireless Bluetooth Speaker

Wireless Bluetooth Speaker, $29.99, Bed Bath & Beyond

Always hear music coming from your boss’ office? Up their speaker game with this wireless Bluetooth speaker, which will sound way better within their office walls versus the speaker coming from their desktop.

17. 2017 Printable Calendar

2017 Printable Calendar, $5.38, Etsy

There’s no way you can go wrong with a trendy calendar. This printable is cheap — all you have to do is get it printed and find a fun way for your boss to hang it up in their office!

Images: Courtesy of the Brands