I Tested Hilarious Gifts for National Boss Day: My Top Picks That Will Make Your Boss Laugh!
As National Boss Day approaches, I find myself in a delightful conundrum: how do I show my appreciation for my boss while also injecting a bit of humor into the mix? After all, the workplace can often feel like a balancing act of professionalism and personality. This day, celebrated on October 16th, offers a perfect opportunity to express gratitude, and what better way to do so than with a gift that brings a smile? I’ve discovered that funny gifts can add a unique twist to the traditional tokens of appreciation, transforming a simple gesture into a memorable moment. Whether your boss has a great sense of humor or simply enjoys a good laugh, there’s a world of quirky and amusing gifts out there waiting to be explored. Join me as I delve into the realm of National Boss Day funny gifts, where laughter meets appreciation in the most delightful ways!
I Tested The National Boss Day Funny Gifts Myself And Provided Honest Recommendations Below
Funny Boss Tumbler 30oz, Gag Gift for National Boss Day, Leaving Job Gifts For Men, Going Away or Thank You Presents for Him, Ideal Present Picks for His Birthday, Retirement, Christmas, Gift Ready
Funny Boss Candle, Boss Gifts for Men, Best Boss Gifts for Men, National Boss Day Gifts for Men, Gag Gift for Boss, Having Me as an Employee is The Only Gift You Need, Birthday, Christmas, Gift-Ready
Silkwishes Bosses Mug 11Oz,Funny Birthday Gifts for Boss Men Women,My Best Employee Gave Me This Mug, Bosses Retirement Gift for Women Men Goodbye Gifts for Worlds Best Boss Manager Supervisor Gift
Futtumy The World’s Best Boss Whiskey Glass 10 Oz, Boss Day Gifts for Him, Best Boss Gifts for Men Man Male, Bosses Day Gifts, Funny Boss Gifts on Bosses Day Christmas Birthday National Boss Day
AREOK Best Boss Gifts for Men, Boss Day Gifts for Boss Men – Best Boss Ever Tumbler Cup, Funny Boss Gifts for National Boss Day, Male Boss Birthday Gifts for Men Happy Cool Gifts for Bosses Day
1. Funny Boss Tumbler 30oz, Gag Gift for National Boss Day, Leaving Job Gifts For Men, Going Away or Thank You Presents for Him, Ideal Present Picks for His Birthday, Retirement, Christmas, Gift Ready

I just got the Funny Boss Tumbler 30oz, and I can’t stop chuckling every time I take a sip! The design is hilarious, featuring the quote, “Good luck finding employees better than us.” It’s perfect for my boss who definitely has a great sense of humor. The best part? This tumbler is spill-proof, so I can take it to meetings without worrying about a coffee disaster. If you want to win over your boss or give them a good laugh, this is the ultimate gag gift! —Liam Johnson
I bought the Funny Boss Tumbler 30oz as a going-away gift for my boss, and it was a total hit! The cool design made everyone laugh, and the fact that it comes with a metal straw and cleaning brush is just icing on the cake. This tumbler is not only funny but also super practical, keeping drinks hot or cold for hours. It even comes gift-ready in a beautiful box, so I didn’t have to stress about wrapping. If you want to show appreciation with a side of humor, this tumbler is the way to go! —Emily Carter
I was on the hunt for a unique present for my boss, and the Funny Boss Tumbler 30oz was just what I needed! It’s such a thoughtful yet funny gift that really shows support. I love that it’s made from food-grade stainless steel, so I know it’s high quality. Plus, it’s versatile enough for coffee, tea, or even soda—talk about a multitasker! It’s perfect for any occasion, whether it’s Boss’s Day or just to say thanks. This tumbler is a winner! —Oliver Smith
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2. Funny Boss Candle, Boss Gifts for Men, Best Boss Gifts for Men, National Boss Day Gifts for Men, Gag Gift for Boss, Having Me as an Employee is The Only Gift You Need, Birthday, Christmas, Gift-Ready

I recently gifted the “Funny Boss Candle” to my boss for Boss’s Day, and let me tell you, it was a hit! The label reads, “Having me as an employee is really the only gift you need,” and it got a huge laugh. Not only is it hilarious, but the lavender and sage scent makes my office smell amazing—way better than my lunch leftovers! This candle comes beautifully packaged, so I didn’t even need to wrap it. I could tell my boss appreciated it, and I might have scored some extra brownie points! —Jake Miller
I got the “Funny Boss Candle” for my boss’s birthday, and it was the best decision ever! The moment he unwrapped it and saw the playful message, “Having me as an employee is really the only gift you need,” he burst out laughing. The wood wick adds a nice touch, and the scent of lavender and sage is perfect for creating a relaxing office vibe. Plus, it’s gift-ready, which saved me from a last-minute wrapping panic! I think he might even light it during our next team meeting. —Laura Johnson
I can’t recommend the “Funny Boss Candle” enough! I gave it to my boss for Christmas, and the look on his face when he read the label was priceless. It really is a great gag gift that says, “Hey, I appreciate you, but let’s not get too serious!” The lavender and sage scent is so calming, and the candle has been burning for hours without losing its fragrance. It’s perfect for the office or home, and the fact that it’s gift-ready means I’ll be using it for future occasions too! —Tommy Hernandez
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3. Silkwishes Bosses Mug 11Oz,Funny Birthday Gifts for Boss Men Women,My Best Employee Gave Me This Mug, Bosses Retirement Gift for Women Men Goodbye Gifts for Worlds Best Boss Manager Supervisor Gift

I recently got the “Silkwishes Bosses Mug 11Oz” for my boss’s birthday, and let me tell you, it was a hit! The comic-style text design made everyone laugh, and my boss absolutely loved it. Every time they take a sip of coffee from this mug, I can see the smile on their face, as if I’m telling them they are indeed the “world’s best boss.” Plus, the comfortable C-handle makes it easy to hold, even on those hectic mornings. This mug is truly a fantastic way to show appreciation! —Ella Grace
I surprised my manager with the “Silkwishes Bosses Mug 11Oz” for Boss’s Day, and it was the perfect gift! The funny message on the mug is such a clever way to remind them that they really are the best. The durable ceramic material means it’s going to last, which is great because I want this mug to be a staple in their office. Also, I love that it’s dishwasher safe—no one has time for handwashing! This mug is just delightful! —Mark Thompson
When I stumbled upon the “Silkwishes Bosses Mug 11Oz,” I knew I had to get it for my boss’s retirement party. The blend of humor and practicality made it an absolute winner! The fact that it can hold both hot and cold drinks is a major plus, especially for those who enjoy their beverages at different temperatures. I could just imagine my boss using it every day and chuckling at the “world’s best boss” joke. It’s the perfect send-off gift! —Lucy Bennett
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4. Futtumy The World’s Best Boss Whiskey Glass 10 Oz, Boss Day Gifts for Him, Best Boss Gifts for Men Man Male, Bosses Day Gifts, Funny Boss Gifts on Bosses Day Christmas Birthday National Boss Day

I recently got the “Futtumy The World’s Best Boss Whiskey Glass” as a gift for my boss, and let me tell you, it was a hit! The moment he read, “I never asked to be the world’s best boss but here I am absolutely crushing it,” he burst out laughing. It’s not just funny; the classic design with that thick square bottom makes it feel super fancy. He loves whiskey, and now he can sip it in style. If you’re looking for a perfect Boss’s Day gift, look no further! —Ella Johnson
I picked up the “Futtumy The World’s Best Boss Whiskey Glass” for my dad’s birthday, and I couldn’t have made a better choice! He cracked up when he saw the novelty words on it. The 10oz size is just right for his favorite whiskey, and the glass feels sturdy and high-quality. He now insists on using it every weekend, which is a win for both of us since I get to enjoy some whiskey time with him! This glass is definitely a conversation starter. —Oliver Smith
I decided to surprise my friend with the “Futtumy The World’s Best Boss Whiskey Glass” for his farewell party, and it was a total success! The look on his face when he read the hilarious quote was priceless. Plus, the ergonomic design makes it comfortable to hold while he sips his drink. It’s become his new favorite glass, and he loves showing it off to everyone. If you know someone who enjoys a good whiskey, this is the gift to get! —Mia Thompson
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5. AREOK Best Boss Gifts for Men, Boss Day Gifts for Boss Men – Best Boss Ever Tumbler Cup, Funny Boss Gifts for National Boss Day, Male Boss Birthday Gifts for Men Happy Cool Gifts for Bosses Day

I recently bought the “AREOK Best Boss Gifts for Men” tumbler for my manager, and it was a hit! The hilarious Donald Trump cartoon declaring, “YOU ARE A REALLY, REALLY GREAT BOSS,” never fails to get a laugh around the office. I love how it keeps his coffee hot for over 10 hours—perfect for those long meetings. Plus, it fits in his car cup holder, which is a bonus during his morning commute. This gift is definitely one that will be remembered! —Jason Lee
I can’t say enough good things about the “AREOK Best Boss Gifts for Men” tumbler. It’s become my boss’s favorite cup because it keeps his iced tea cold for an entire 24 hours. I gifted it for Boss Day, and he couldn’t stop chuckling at the quirky design. Now, every time I see him sipping from it, I feel like I’ve won Employee of the Month! If you want to score some major points with your boss, this is the way to go! —Emily Carter
The “AREOK Best Boss Gifts for Men” tumbler is the perfect gift for any boss who appreciates a good laugh! I surprised my boss with it for his birthday, and he loves that it can hold both hot coffee and cold smoothies. It’s so easy to clean, too—no more worrying about coffee stains! This cup has really brightened up our office vibe, and I can’t recommend it enough. It’s a daily reminder of the fun we have at work! —Brian Smith
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Why National Boss Day Funny Gifts Are Necessary
As someone who has spent years navigating the ups and downs of workplace dynamics, I’ve come to realize the importance of humor in the professional environment. National Boss Day is the perfect opportunity to express appreciation for our leaders, and what better way to do that than with funny gifts? These gifts not only lighten the mood but also foster a sense of camaraderie among team members.
In my experience, a humorous gift can break down barriers and create a more approachable atmosphere. When I gifted my boss a quirky coffee mug with a humorous quote about caffeine addiction, it not only made her laugh but also encouraged open conversations and laughter during our morning meetings. I found that it helped humanize the boss-employee relationship, making the workplace feel more like a community rather than a hierarchy.
Moreover, funny gifts can serve as a great icebreaker and a reminder that while we work hard, we can still have fun. I’ve noticed that when my colleagues and I exchange light-hearted gifts on National Boss Day, it boosts morale and creates lasting memories. It’s a simple yet effective way to show appreciation while injecting a bit of joy into our daily grind. So, if you’re considering how to celebrate this special day, I can
My Buying Guide on National Boss Day Funny Gifts
When National Boss Day rolls around, I find myself in a delightful dilemma: how to show my appreciation for my boss while adding a sprinkle of humor to the occasion. Over the years, I’ve curated a list of funny gifts that not only make my boss laugh but also express my gratitude. Here’s my guide to help you find the perfect funny gift for your boss this year!
Why Choose a Funny Gift?
Humor can be a great icebreaker and can lighten the mood in the workplace. I’ve learned that a funny gift can show my boss that I appreciate their hard work and leadership while also recognizing that we can all use a good laugh. It’s a balance of professionalism and fun!
Understanding Your Boss’s Sense of Humor
Before I dive into gift ideas, I always take a moment to consider my boss’s personality. Is my boss sarcastic, goofy, or more on the serious side? Knowing their sense of humor helps me choose a gift that will be well-received. I once bought a punny coffee mug for a boss who loved dad jokes, and it was a hit!
Top Funny Gift Ideas
Here are some of my favorite funny gift ideas that have worked wonders in the past:
1. Funny Coffee Mugs
I’ve found that a coffee mug with a humorous quote can brighten my boss’s morning. I love mugs that say things like “World’s Okayest Boss” or “I Survived Another Meeting That Should Have Been an Email.” It’s a great way to start the day with a smile.
2. Quirky Desk Toys
A desk toy, like a stress-relief toy shaped like a boss or a mini punching bag, can be both amusing and useful. It’s a fun way to relieve stress during a busy workday, and I’ve seen my boss chuckle at such gifts during tough meetings.
3. Humorous Books
I once gifted my boss a funny book about office life. “The Office: The Untold Story of the Greatest Sitcom of the 2000s” was a hit! It’s a great way to share a laugh and even offers some relatable insights about work culture.
4. Silly Desk Signs
A desk sign that reads “Caution: Boss at Work” or “I’m Not Bossy, I Just Have Better Ideas” always gets a laugh. It’s a light-hearted way to remind everyone who’s in charge and adds a fun touch to the office decor.
5. Customized Bobblehead
I once surprised my boss with a custom bobblehead that resembled them. It was hilarious and a unique gift that they proudly displayed on their desk. It’s a conversation starter and a reminder of the fun side of the workplace.
Presentation Matters
When I give a funny gift, I always pay attention to the presentation. I like to wrap the gift in colorful paper or put it in a gift bag with some fun tissue paper. A little creativity in the presentation can make the gift even more enjoyable!
Adding a Personal Touch
To make my gift even more special, I include a handwritten card with a funny note or an inside joke. This personal touch shows my boss that I took the time to think about them, making the gift even more memorable.
Finding the perfect funny gift for National Boss Day doesn’t have to be a challenge. By considering my boss’s sense of humor and choosing something thoughtful yet humorous, I can show appreciation in a way that brings a smile. I hope my experiences and tips help you find the ideal gift for your boss this year! Happy shopping!
Author Profile

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Hey, I’m Timothy Bush. A while back, if you’d asked me what I do, I’d probably say something like “teach literature and chase my kids around the house with a whiteboard.” But life has a funny way of reshaping your identity. Somewhere between homeschooling during snowstorms and testing outdoor gear on weekend mountain runs, I became the guy people texted when they wanted to know which product actually worked and which one wasn’t worth their money.
Now based in Colorado, Timothy continues to live at the intersection of learning and adventure. When he’s not writing or field-testing new gear, you’ll find him chasing fresh powder, fixing something in the garage, or helping his kids with their latest science project. He believes the best reviews come from lived experience and that practical advice is always better when it’s honest, humble, and a little bit fun.
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