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What is Boss' Day? National Boss' Day, typically written out as Bosses Day or National Bosses Day, is a secular holiday in the USA that celebrates and honors bosses every year on the 16th of October. If October 16th falls on a weekend day then the holiday is celebrated on the closest business day to that date.
Shop by Style. Boss Appreciation Quotes and Plaque Wording Ideas. Bossâs Day is a day for employees to express support and appreciation to their bosses. Many employees choose to send a bossâs day gift when they want to thank the boss for his or her guidance and leadership.