Each year on October 16* (or the nearest working day, if it falls on a weekend), employees across the United States and in several other countries—including Canada, India, Ireland, Australia, and the United Kingdom—celebrate Boss’s Day. The observance recognizes the leadership, support, and guidance that managers and supervisors provide in helping teams achieve their goals. It highlights the importance of strong leadership in creating positive, productive, and connected workplaces.
History and Meaning of Boss’s Day
Boss’s Day was created in 1958 by Patricia Bays Haroski, a secretary at the State Farm Insurance Company in Deerfield, Illinois. She registered the holiday with the U.S. Chamber of Commerce to honor her father, who was also her boss. Haroski hoped to encourage better understanding and communication between employees and supervisors. She believed many workers did not recognize the effort and challenges managers face in leading a team.
In 1962, Illinois Governor Otto Kerner officially proclaimed Boss’s Day, giving the observance formal recognition. Over time, it gained popularity throughout the United States and eventually spread internationally to countries such as Canada, Ireland, Australia, India, and the United Kingdom.
When Is Boss’s Day Celebrated?
Boss’s Day is celebrated every October 16, unless if it falls on a weekend, in which case it is observed on the closest working day. This table includes the date and the specific day of the week each celebration falls on:
| Year | Date | Day of the Week |
|---|---|---|
| 2026 | October 16 | Friday |
| 2027 | October 15 | Friday* (observed, since Oct 16 is Saturday) |
| 2028 | October 16 | Monday |
| 2029 | October 16 | Tuesday |
| 2030 | October 16 | Wednesday |
How to Celebrate Boss’s Day
Celebrations vary from small gestures to team-wide appreciation efforts. Common ways to observe include:
- Personal Notes or Cards: A handwritten message expressing gratitude remains one of the most thoughtful ways to say thank you.
- Team Recognition: Organize a short coffee break or lunch to celebrate your boss’s contributions.
- Public Acknowledgment: Share a kind message on the company intranet or internal newsletter to highlight their leadership.
- Personalized Gifts: Consider a small, meaningful item such as a custom mug, book, or desk accessory.
Fun Facts About Boss’s Day
Although some critics argue that gift-giving in the workplace should flow from managers to employees, many companies now use the occasion to celebrate leadership collectively rather than individually.
Hallmark introduced its first Boss’s Day cards in 1979, more than 20 years after the holiday’s creation.
By 2007, the card line had grown by nearly 30%, showing the day’s rising popularity.
5 Famous Bosses to Remember on Boss’s Day
When it comes to unforgettable bosses to remember on Boss’s Day, pop culture offers a treasure trove of characters who run the gamut from hilariously inept to downright terrifying. These fictional leaders have become icons in their own right, setting the bar for what it means to be a boss—whether that’s a good thing or a nightmare. Let’s take a look at five of the most popular bosses from TV and movies who have left a lasting impression on our hearts, minds, and funny bones.
Michael Scott
Michael Scott from “The Office” is the world’s best boss, at least according to his coffee mug. His well-meaning but often clueless management style makes him a master of awkward office moments. Who else could turn a simple meeting into a chaotic improv comedy show?
Miranda Priestly
Miranda Priestly from “The Devil Wears Prada” is the epitome of the icy, demanding boss. Her withering stares and cutting remarks can make even the most confident employee quiver. If fashion is your passion, just be prepared for a baptism by fire.
Mr. Burns
Mr. Burns from “The Simpsons” is Springfield’s favorite tyrannical tycoon. With his sinister laugh and endless schemes, he’s the ultimate cartoon embodiment of corporate greed. Excellent, indeed, if you enjoy working in a nuclear power plant under a despot.
Gordon Ramsay
Gordon Ramsay from “Hell’s Kitchen” is the culinary world’s most famously fiery boss. His explosive critiques and sharp tongue leave no room for mediocrity. Surviving his kitchen is a badge of honor—and perhaps a few therapy sessions.
Leslie Knope
Leslie Knope from “Parks and Recreation” is the overly enthusiastic, waffle-loving government official we all secretly wish was our boss. Her boundless energy and relentless optimism turn the dullest bureaucracy into a whirlwind of quirky fun. Plus, there’s always a chance of spontaneous dance parties and heartfelt compliments.
📝 This article was originally published on July 27, 2024. It has been thoroughly updated, and the publishing date has been changed to reflect the new version.
