50 Funny Gifts For Boss That Will Make Your Workplace Awesome

Looking for the best funny gift for boss that'll have the whole office in stitches? We've got you covered! Finding the perfect present for the big cheese can be tricky, but a dash of humor can go a long way in brightening up the workplace. 

From clever desk accessories to hilarious gag gifts, we've rounded up a collection of side-splitting ideas that'll show your appreciation without breaking the bank. So, get ready to become the office hero as we dive into the world of humorous gifts for bosses that'll have everyone talking - and laughing - for weeks to come!

Funny Christmas Gifts For Boss

Choosing funny gifts for boss can feel risky: you want laughter, not awkward silence. With Sandjest designs, each pick becomes a safe inside joke, turning everyday check-ins into lighthearted moments and offering truly humorous gift ideas for a manager who has everything, without crossing any office lines.

	Grey Gingham 40oz Slider Tumbler with Handle and Straw This neutral checked tumbler looks polished on any desk, keeping your boss’s coffee hot through budget meetings while adding a gentle wink that says they’re approachable, practical, and secretly enjoy playful, funny office gifts. $39.95 Add to cart
	Checker Tumbler with Handle and Straw 40oz High-contrast checks stand out in a sea of black laptops, giving your manager a playful hydration upgrade that feels both professional and quirky, perfect for daily stand-ups and spontaneous whiteboard epiphanies. $39.95 Gift it now
	Heart Tumbler with Handle and Straw 40oz Soft hearts and generous capacity make this tumbler ideal for the boss who champions people-first leadership, quietly reminding them to refill their own cup between check-ins, feedback sessions, and those never-ending email marathons. $39.95 Shop now
	Cow Print Water Bottle 32oz Stainless Steel Vacuum Insulated with Lid This bold cow-print bottle brings joyful chaos to their polished office aesthetic, a lighthearted reminder that even high-stakes decisions deserve playful hydration breaks and a quick laugh on the way to the conference room. $35.99 Pick this one
	Leopard Tumbler with Handle, Insulated Cup Stainless Steel Travel Mug Cup Cream leopard print feels effortlessly executive yet fun, perfect for the boss who prowls through spreadsheets all morning and still cracks jokes by afternoon while guarding their iced coffee like a prized project. $39.95 Wrap it up
	Book Lover Gifts for Women, Just One More Chapter Tumbler with Handle For the leader who quotes articles in meetings, this bookish tumbler salutes their lifelong learning habit, keeping caffeine close during quarterly reports, strategy decks, and the occasional lunchtime novel escape. $39.95 Send this
	Flamingo Tumbler, Stainless Steel Insulated Tumblers Coffee Mug Cup with Handle Bright flamingos instantly soften tense status updates, turning each sip into a mini tropical break that says your boss can balance serious targets with sunshine, humour, and a relaxed open-door energy. $39.95 Surprise them
	Offline Enjoy My Presence For Limited A Time Funny Gamer T-Shirt Perfect for leaders forever in back-to-back calls, this tee jokes about limited availability, celebrating their time as a premium resource while gently nudging the team to appreciate every in-person moment. $19.24 Buy this tee
	Sandjest Funny T-Shirt Everything Is Fine Gift for Women Girl Friend This classic everything-is-fine meme tee captures project chaos with a smile, perfect for casual Fridays or virtual meetings where your boss leads with humour, resilience, and the ability to laugh at timelines. $19.24 Order this tee

Funny Birthday Gifts For Boss

Birthdays in the office invite that rare pause—an easy chance to soften the year’s pace with warmth, humour, and a thoughtful lift. 

Choosing funny birthday gifts for boss becomes a way to honour their leadership while sparking a shared smile, weaving humorous gift ideas for a manager into a moment that feels sincere, light, and quietly celebratory.

	Pink Gingham 40oz Slider Tumbler with Handle and Straw This cheerful gingham tumbler brightens their birthday morning, keeping drinks perfectly chilled during long planning calls while offering a playful dash of personality to their desk. $39.95 Shop now
	Cherry 40oz Slider Tumbler with Handle and Straw Deep cherry tones feel festive without losing professionalism, giving your boss a bold hydration companion ideal for birthday treats, team lunches, and casual cake-cutting moments. $39.95 Add to cart
	Mint Gingham 40oz Slider Tumbler with Handle and Straw Soft mint patterns offer gentle calm, perfect for the boss who juggles meetings with mindful intention and appreciates gifts that blend charm, function, and a hint of birthday whimsy. $39.95 Gift it
	Bow Tumbler with Handle and Straw 40oz A subtle bow motif makes this tumbler feel like a wrapped present—practical yet playful—delivering hydration with a wink that perfectly suits birthday laughs in the break room. $39.95 Get one
	Sandjest Funny T-Shirt Not a Hugger Gift for Women Girl Friends With birthday parties often bringing too many greetings, this tee humorously signals boundaries while keeping the tone friendly and lighthearted—ideal for bosses with a witty edge. $19.24 Buy now
	Sandjest Funny T-Shirt Slut for Mashed Potatoes Gift for Women Girl Friends For the boss known for food jokes during team lunches, this tee makes a hilarious birthday nod while maintaining Sandjest’s soft, everyday-friendly comfort. $19.24 Shop here
	Sandjest Funny T-Shirt Pain Is Temporary Wealth Is Forever Gift for Women Friend A tongue-in-cheek take on motivation, this tee suits ambitious leaders celebrating another year of wins, laughs, and personal growth—making it an unexpectedly delightful birthday addition. $19.24 Get it
	Sandjest Funny T-Shirt It Was a Rough Week Gift for Girl Women Friend A perfect birthday pick for bosses who joke about constant challenges, this tee blends resilience and humour in a way that feels both personal and endearingly honest. $19.24 Buy now

Personalized Funny Gifts For Boss

Personalized funny gifts for boss create a rare blend of sincerity and lightheartedness—an office-friendly way to honor their leadership style while adding a spark of humor to their daily routine. 

Each Sandjest customized pick turns into a subtle inside joke, offering humorous gift ideas for a manager who appreciates both practicality and personality, wrapped in a warm micro-moment of connection.

	Personalized Initial Tumbler With Monogrammed Letter Sunflower A polished monogram paired with subtle sunflower artistry creates a balanced mix of authority and playfulness—ideal for bosses who enjoy clean personalization with a hint of cheerful flair. $29.95 Add initials
	Personalized Flamingo Tumbler Be A Flamingo Stay Balanced This flamingo tumbler celebrates the boss who maintains calm through chaos, offering a humorous reminder to stay balanced even when the inbox grows wild. $29.95 Personalize it
	Personalized Hummingbird Tumbler Faith Hope Love Inspiration Gift A soft, uplifting design with custom text adds gentle encouragement while keeping hydration close—perfect for thoughtful leaders who blend motivation with light humor. $29.95 Edit text
	Personalized Butterfly Tumbler Crystal Drawing Roses For Animal Lover This elegant butterfly design becomes delightfully ironic on a busy desk, giving your boss a whimsical boost and a personal touch that stands out among office accessories. $29.95 Customize
	Personalized Coffee Tumbler Jesus And Coffee Faith Glitter Gifts Idea For the boss who jokingly claims coffee fuels everything, this sparkling customizable tumbler adds personality, practicality, and desk-friendly humor. $29.95 Create yours
	Personalized Sea Turtle Tumbler Into The Ocean Jewelry Style A serene sea-turtle design becomes a calming counterpoint to hectic schedules, while custom text offers a meaningful yet lightly humorous nod to their “escape fantasy.” $29.95 Personalize
	Personalized Owl Tumbler Jewelry Style Drawing For Animal Lover Wise owls make this tumbler a subtly cheeky nod to their sharp insights, turning it into a personalized joke wrapped in office-appropriate sophistication. $29.95 Add name
	Personalized Sunflower Tumbler Glitter Gift For Women Girl Mother Glitter sunflower details brighten even the grayest Monday, making this tumbler a sunny personalized pick that gently teases them about needing more “brightness” in long meetings. $29.95 Design now
	Personalized Owl Tumbler Jewelry Style Glitter For Animal Lover With added glitter, this owl tumbler doubles down on personality, becoming a desk companion that blends wisdom, whimsy, and your boss’s custom name in one humorous gift. $29.95 Customize

Funny Boss Gifts For Him

Funny boss gifts for him work best when they feel both clever and quietly respectful—something that lands with a grin, never a wince. This moment lets you honor his leadership with warm humor, slipping in lightheartedness that eases tension and fits naturally into office life, creating humorous gift ideas for a manager who enjoys personality in the details.

	Camouflage Tumbler 40oz Stainless Steel Insulated with Lid & Straw This rugged camo tumbler adds playful toughness to his desk, ideal for the boss who jokes about surviving endless meetings while guarding his coffee like mission-critical gear. $35.95 Shop now
	Camouflage Tumbler 40oz Stainless Steel Insulated with Lid & Straw – Hunting Lover Edition A more muted camo pattern keeps things professional while nodding to his adventurous side, offering a personalized-feeling vibe without customization. $35.95 Get one
	Horse 20oz Stainless Steel Insulated Tumbler Cup Ideal for the boss with a grounded, steady presence, this strong equestrian design adds understated masculine charm while still serving serious desk practicality. $28.95 Add to cart
	Cow 20oz Stainless Steel Insulated Tumbler Bold and undeniably attention-grabbing, this masculine cow pattern becomes a quirky desk statement, perfect for bosses who like humor that lands without being loud. $29.95 Pick this
	Leopard Water Bottle 32oz Stainless Steel Double Wall – Dark Leopard Edition A tougher, deeper leopard pattern adds edge while keeping things functional, giving the boss a drinkware upgrade that feels both confident and amusing. $35.99 Shop here
	Fishing, Men’s Graphic T-Shirt – American Flag Fishing Theme For the boss who loves weekend fishing stories, this tee becomes a clever nod to his “reel strategy,” offering casual-day humor without overstepping. $19.24 Order now
	Funny Apron for Men “RECIPE FOR DISASTER” – BBQ Cooking Grill Apron with Pockets A practical apron for the grill-loving boss adds just the right amount of masculine humor, perfect for team cookouts or weekend barbecues he brags about. $22.95 Get this
	Funny Aprons for Men – Grilling Cooking BBQ Kitchen Apron with Pockets A slightly bolder design for the boss who enjoys playful banter, this apron keeps tools handy while serving up light-hearted fun outside the office. $22.95 Grab one

Funny Boss Gifts For Her

Funny boss gifts for her work best when they blend charm, usefulness, and a touch of playful confidence—letting you celebrate her leadership with warmth rather than formality. Each choice adds a soft shimmer of humor to her routine, weaving humorous gift ideas for a manager into a moment that feels personal, uplifting, and delightfully unexpected.

	Heart Tumbler with Handle and Straw 40oz With its sweet heart motif, this tumbler lightly teases her about guarding her coffee “like company assets,” bringing cheerful personality to her desk. $39.95 Shop now
	Floral 40oz Tumbler with Handle and Straw – Tulip Stainless Steel Travel Mug Bright florals offer soft humor and fresh energy, ideal for the boss who balances meetings and mentorship with effortless grace. $39.95 Add to cart
	Strawberry Tumbler with Handle 40oz Vibrant strawberry prints offer a playful nod to her “berry busy” schedule, creating a delightful mix of humor and practicality. $39.95 Buy now
	Daisy Flower Tumbler with Handle and Straw Cheerful daisies soften stress-filled days, giving her a fresh mood lift with every sip and a light-hearted reason to smile during meetings. $39.95 Shop here
	Cowgirl Tumbler 40oz for Women Girls A bold cowgirl-style design celebrates her unstoppable confidence, turning her water breaks into small moments of empowerment and laughter. $39.95 Grab one
	Personalized Pink Butterfly Tumbler Jewelry Style Soft butterfly artwork adds whimsical flair, ideal for the boss who embraces transformation and enjoys quiet, uplifting humor. $29.95 Customize
	Floral Glass Bottle – Tulip Glass Cup with Lid & Straw, 16oz Aesthetic tulip glass turns her iced coffee into a desk centerpiece, blending artistic charm with a wink of gentle humor. $22.95 Add to cart
	Inspiration Glass Bottle – Self Love Iced Coffee Cup, 16oz A minimalist motivational design adds a light comedic twist to her daily affirmations, creating a refreshing moment of balance in her routine. $22.95 Shop now

Funny Gifts For Boss's Day

Funny Gifts for Boss’s Day let you honor their guidance with warmth, gratitude, and a touch of playful mischief—those small, shared laughs that soften office noise and remind everyone why their leadership matters. Each choice blends presence, tension, and gentle resolution, weaving humorous gift ideas for a manager into a moment that feels celebratory, sincere, and delightfully human.

Conclusion

Choosing the best funny gift ideas for boss doesn't have to be a daunting task. With a bit of creativity and consideration for their personality, you can find something that will bring a smile to their face and brighten their day. 

Consider their interests and hobbies. If they love coffee, a funny mug with a witty saying could be a great option. If they're a fan of sports, a team-themed gag gift could be a hit. Or, if you know they have a quirky sense of humor and unexpected gift might be the perfect choice.

No matter what you choose, make sure it's something that will make your boss laugh and feel valued. A funny gift can go a long way in building a positive relationship with your boss and creating a more enjoyable work environment.

Related Products