Boss's Day Gifts (For Bosses Who Don't Suck)
October 16th. The day we acknowledge that some managers are actually human.
Why This Matters
Look, not all bosses deserve gifts. But some of them? Some of them actually go to bat for you, approve your PTO without guilt trips, and shield you from the chaos above. Those bosses deserve recognition on Boss's Day—and not the generic 'World's Best Boss' mug that means nothing. A good Boss's Day gift says 'I see you trying, and I appreciate it' without being weird about the power dynamic.
Gift Ideas
- +A 'Best Boss (By Default)' trophy
- +Premium coffee to fuel their endless meetings
- +A stress ball collection for obvious reasons
- +A 'Voted Least Likely to Micromanage' certificate
- +Something that acknowledges they're a person, not just a title
Perfect For
- The manager who actually has your back
- The boss who approves PTO without drama
- The leader who shields you from corporate nonsense
- Anyone in charge who hasn't lost their humanity
Get First Access
Get Boss's Day gifts that won't get you accused of sucking up.
Frequently Asked Questions
- Do I have to get my boss a gift for Boss's Day?
- Absolutely not. Boss's Day is optional, and honestly, a lot of bosses don't expect anything. Only do it if you genuinely want to—forced appreciation is worse than no appreciation.
- What if my boss is terrible?
- Then skip it entirely. There's no rule that says you have to celebrate bad management. Save your money and your energy for plotting your escape.
- How much should I spend on a Boss's Day gift?
- Keep it under $25-30. Anything more expensive gets weird fast. You're showing appreciation, not trying to buy a promotion.
- Is Boss's Day even a real thing?
- Technically yes—it started in 1958. But it's definitely more of a 'if you want to' holiday than a mandatory one. Think of it as an optional appreciation day for non-terrible bosses.