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Boss’s Day Gift Ideas for Every Personality

On Boss's Day, honor your supervisors by giving them a thoughtful token of your appreciation.

Madeline Brik

Oct 04, 2024

It's time to celebrate the head honcho with some Boss's Day gift ideas!

Boss's Day, which is observed every year on Oct. 16, is a day for employees to acknowledge their managers for all the hard work they do throughout the year. The idea came about when an insurance company employee named Patricia Bays Haroski registered the day as a holiday back in 1958 in honor of her boss — who also happened to be her father. She chose Oct. 16 because it was her father's birthday, and she wanted it to be remembered as the day that strengthens the bond between employers and their workers.

Nowadays, we still honor our supervisors by giving them a thoughtful token of our appreciation. But how do you pick the right present for the captain of the ship? The first step is to think about their personality and management style.

Here are some helpful Boss's Day gift ideas that are a perfect fit for any type of boss (even if he is your dad...).

Fun gifts for the laid-back boss

Business in the front, party in the back! This boss knows how to run a successful operation — and have a good time doing it. For the free spirit with a great sense of humor, give them something unique that will make them smile.

Boss's Day gift for her: Bottle of red and white wine

Boss's Day gift for him: A box filled with bacon-, bourbon-, and beer-flavored treats


Sophisticated gifts for the ritzy boss

Always dressed to the nines and spotted at the swankiest hangouts, this boss lives the high life. Give them something tasteful that will look nice in their corner office or complement their luxurious lifestyle.

Boss's Day gift for her: Gourmet Cheese Gift with Wine

Boss's Day gift for him: Money Tree Plant


Revitalizing gifts for the hardworking boss

These movers and shakers keep your workplace going, tirelessly working from sunrise to sunset to ensure that both you and the company are successful. Give your overachieving boss a gift that will help them relax and re-energize after putting in all those hours.

Boss's Day gift for her: Beekman 1802 Gift Set

Boss's Day gift for him: Men's Self-Care Gift Set


Out-of-the-box gifts for the innovative boss

These guys or gals are always one step ahead of the game, their fresh, new ideas holding the promise of a thriving future. Fuel your boss's creativity by giving them a gift that's as innovative as they are.

Boss's Day gift for her: Boarderie ready-to-eat charcuterie board

Boss's Day gift for him: NFL Ventura Portable Reclining Stadium Seat


Inspirational gifts for the encouraging boss

The ultimate team player, this boss has faith in their staff and can stir up your enthusiasm with a motivational speech on the fly. This Boss's Day, return the favor by presenting them with a spirit-raising keepsake or treat.

Boss's Day gift for her: Thank You Artisan Belgian Chocolate-Covered Strawberries

Boss's Day gift for him: Juniper Bonsai

AUTHOR

Madeline Brik Headshot