Boss’s Day is fast approaching on October 16th, presenting a perfect opportunity to recognize the exceptional bosses who guide and inspire us. Acknowledging these mentors and leaders with a token of appreciation is a wonderful gesture. However, finding the ideal Boss’s Day gift requires careful consideration to strike the right balance.
The most effective Boss’s Day gifts are genuine, aligned with your manager’s tastes and interests, and appropriately priced.
Knack Big Time Thank You Gift Set
Gifting expert Jennie Graham from Shadow Breeze emphasizes the importance of avoiding any impression of favoritism when selecting Boss’s Day gifts. “Establish a suitable budget, which will depend on factors like your salary, position, and tenure with your boss,” Graham advises. She suggests a starting point of $30 to $50, adjusting based on individual circumstances. Group gifting can allow for a slightly higher budget, provided all team members participate.
Ready to celebrate that deserving boss in your life? Explore our curated list of 25 Boss’s Day gift ideas that are both professional and heartfelt.
For The Boss Who Appreciates Thoughtfulness
Knack Big Time Thank You Gift Set
Knack stands out as a premier destination for expertly assembled gifts catering to diverse preferences and budgets. Offering both pre-designed and customizable options, Knack simplifies thoughtful gifting. The Big Time Thank You gift set is particularly well-suited for bosses, featuring a sketchbook for creative brainstorming, a set of inspirational pop-open cards, and a trio of mini Belgian chocolate bars. Personalization is a key feature, with a custom note included in each box and the flexibility to modify or expand the contents.
Let's Make Memories Personalized Conference Call Bingo Mouse Pad
For The Boss Who Needs An Afternoon Pick-Me-Up
Let’s Make Memories Personalized Conference Call Bingo Mouse Pad
In today’s landscape of frequent virtual meetings, injecting humor can be a welcome relief. If you and your boss share lighthearted banter about the quirks of online meetings, this personalized Conference Call Bingo Mouse Pad makes a fun and practical Boss’s Day gift. It adds a touch of levity to long computer days with bingo squares like “family members or pets deciding to join” or “awkward silence”—relatable scenarios in almost every virtual meeting.
Bagsmart Weekender Overnight Bag
For The Boss Who Needs A Weekend Getaway
Bagsmart Weekender Overnight Bag
While your boss likely has a work bag, a stylish weekender bag could be the perfect encouragement for a much-needed vacation. The Bagsmart Weekender Overnight Bag, praised by Forbes Vetted as a top pick in their best weekender bags guide, is both attractive and budget-friendly. Its spacious design, versatility, and yoga mat buckle make it an ideal travel companion, prompting your boss to finally schedule that getaway.
Houndsbay Leather Catch-All Valet
For The Boss Who Wants To Stay Organized
Houndsbay Leather Catch-All Valet
For the boss who tends to have desk clutter, the Houndsbay Leather Catch-All Valet offers a sophisticated solution. This stylish organizer keeps workspace essentials visible and accessible, with a lidded compartment for private items and a dedicated phone charging spot. While slightly higher-priced, its durable leather construction is lauded by reviewers as superior to cheaper alternatives, and a current online coupon offers a $15 discount.
Rocketbook Flip Smart Reusable Notebook
For The Boss Who Prefers Putting Pen To Paper
Rocketbook Flip Smart Reusable Notebook
Bridging the gap between traditional note-taking and digital convenience, the Rocketbook Flip Smart Reusable Notebook is ideal for bosses who appreciate the tactile feel of pen and paper but desire cloud-based saving. Available in various colors, this 36-page notebook allows for writing, scanning notes via an app, and then erasing the ink with a cloth. Its top-bound spirals accommodate both right and left-handed users.
Stanley The Quencher H2.0 FlowState Tumbler
For The Well-Hydrated Boss
Stanley The Quencher H2.0 FlowState Tumbler
Jennie Graham suggests personalization to make a gift truly special. For bosses who enjoy iced drinks, the engravable Stanley The Quencher H2.0 FlowState Tumbler is a thoughtful and practical Boss’s Day gift. Renowned for exceptional cold-keeping ability, this Stanley tumbler, similar to the highly-rated Stanley IceFlow, is perfect for staying hydrated. Available in sizes from 14 to 64 ounces, the 30 to 40-ounce range is recommended as the optimal size.
'The Office' World's Best Boss Dunder Mifflin Ceramic Mug
For The Boss Who’s A Fan Of ‘The Office’
‘The Office’ World’s Best Boss Dunder Mifflin Ceramic Mug
For fans of The Office, Michael Scott’s iconic “World’s Best Boss” mug is an undeniably fun and fitting Boss’s Day gift. This under-$15 ceramic mug is also practical, holding 11 ounces of their favorite beverage and featuring a comfortable handle for those moments of channeling their inner Michael Scott.
The Milk Bar Sampler
For The Boss With A Sweet Tooth
The Milk Bar Sampler
Milk Bar, celebrated for innovative desserts, offers The Milk Bar Sampler, a delightful collection of their most popular treats. This sampler includes B’Day Truffles, six assorted cookies with unique flavors like cornflake chocolate chip marshmallow, and a slice of Milk Bar Pie. For pumpkin enthusiasts, the Milk Bar Pumpkin Coffee Cake Truffle Box is a seasonally appropriate alternative to standard office treats.
Logitech K380 + M350 Wireless Keyboard And Mouse Combo
For The Multitasking Boss Who Works Everywhere
Logitech K380 + M350 Wireless Keyboard And Mouse Combo
For bosses who juggle multiple devices or work remotely, the Logitech K380 + M350 Wireless Keyboard And Mouse Combo is a highly practical Boss’s Day gift. This portable, lightweight set, available in appealing colors, is compatible with MacBooks, iPads, iPhones, and more, pairing with up to three devices. Its slim, minimalist design is suitable for both office and remote work environments.
Dylan's Candy Bar Personalized Mini Jar
For The Boss With The Candy Stockpile
Dylan’s Candy Bar Personalized Mini Jar
The Dylan’s Candy Bar Personalized Mini Jar is a charming desk accessory for bosses who enjoy a sweet treat. Priced at just $10, these colorful jars can be personalized and filled with mints, candies, or other small treats. Dylan’s Candy Bar also offers bulk candy refills, making this a gift that can be replenished.
UrbanStems The Unicorn Flower Bouquet
For The Boss Who Deserves Recognition
UrbanStems The Unicorn Flower Bouquet
A tasteful bouquet from a reputable flower delivery service like UrbanStems is a classic way to express appreciation on Boss’s Day. UrbanStems is known for high-quality flowers and unique arrangements, such as The Unicorn bouquet. This vibrant, whimsical bouquet is perfect for brightening up an office space. UrbanStems offers fast shipping and includes a personalized note with each order.
Bella Cucina Herb Infused Salt Gift Set
For The Boss-Turned-Gourmand
Bella Cucina Herb Infused Salt Gift Set
The Bella Cucina Herb Infused Salt Gift Set is an excellent Boss’s Day gift for those who enjoy cooking and entertaining. This set of European imported salt crystals, infused with unique herb combinations like calendula and chive or citrus and fennel, elevates everyday dishes and gourmet creations alike.
Executive Work Tote Bag
For The Boss Who’s Always On The Go
Executive Work Tote Bag
The Executive Work Tote Bag is a durable and spacious option for busy bosses who need a versatile bag for work, gym, and errands. With a 15-liter capacity, multiple pockets including a laptop compartment and water bottle sleeve, this Fairtrade Certified organic cotton tote is both practical and ethically made.
Papier Scallop Spine Personalized List Notepads
For The Paper-Loving Boss With Multiple To-Do Lists
Papier Scallop Spine Personalized List Notepads
For bosses who rely on to-do lists, the Papier Scallop Spine Personalized List Notepads offer a stylish and unique alternative to standard notepads. Designed by Matilda Goad & Co, these notepads feature 50 thick tear-away pages and beautiful, foldable covers, adding a touch of elegance to everyday organization.
Harry & David Gourmet Cheese Assortment
For The Boss Who Likes A Good Cheese Board
Harry & David Gourmet Cheese Assortment
The Harry & David Gourmet Cheese Assortment delivers a curated cheese board experience directly to your boss. This basket features four award-winning cheeses, including Toma, Irish-style, blue cheese, and BellaVitano Gold. An “add something extra” option allows for further customization with condiments, wine, or non-alcoholic beverages.
De Soi Champignon Dreams Non-Alcoholic Drink
For The Boss Worthy of Toasting (Sans The Alcohol)
De Soi Champignon Dreams
De Soi Champignon Dreams is a sophisticated non-alcoholic, champagne-style beverage. With adaptogens and complex flavors of strawberries and grapefruit, this vegan and gluten-free drink is a thoughtful and inclusive Boss’s Day gift. Reviewers praise its rich flavors and patio-perfect enjoyment.
La Colombe Coffee Roasters LC Starter Pack
For The Boss Who Runs On (Good) Coffee
La Colombe Coffee Roasters LC Starter Pack
For coffee-loving bosses, the La Colombe Coffee Roasters LC Starter Pack is a premium Boss’s Day gift. This set includes two popular blends, Corsica and Nizza, along with a cafe-style mug and saucer, creating a gourmet coffee experience at their desk.
Salt & Stone Hand Cream Duo
For The Boss Who Lends A Hand
Salt & Stone Hand Cream Duo
The Salt & Stone Hand Cream Duo is a practical and pampering Boss’s Day gift. This eco-friendly set features nourishing, subtly scented hand creams with hyaluronic acid and niacinamide. Reviewers appreciate the lightweight, non-greasy formula, perfect for daily use.
TeePublic Vintage Sunset Vinyl Record Turntable T-Shirt
For The Boss With A Vinyl Collection
TeePublic Vintage Sunset Vinyl Record Turntable T-Shirt
If your boss is a music aficionado, the TeePublic Vintage Sunset Vinyl Record Turntable T-Shirt is a unique and personalized Boss’s Day gift. This retro-style tee, designed by independent artists, celebrates their love for music. The same design is also available on stickers and mugs.
Ladurée Paris Destination Box of 8 Macarons
For The Francophile Boss
Ladurée Paris Destination Box of 8 Macarons
Ladurée Paris Macarons are a luxurious Boss’s Day gift for those with a taste for Parisian elegance. This box includes eight classic and seasonal macaron flavors in a destination-themed box featuring drawings of iconic cities. These macarons are also gluten-free.
Poketo Prism Rollerball Pens (Pack of 5)
For The Boss Who Likes Nice Pens
Poketo Prism Rollerball Pens (Pack of 5)
The Poketo Prism Rollerball Pens offer a stylish and functional Boss’s Day gift for those who appreciate quality writing instruments. This set of five colorful pens features a chrome finish and smooth black ink, adding a touch of sophistication to their desk.
Golde Superwhisk + Matcha Kit
For The Healthy And Energized Boss
Golde Superwhisk + Matcha Kit
The Golde Superwhisk + Matcha Kit is a thoughtful Boss’s Day gift for health-conscious bosses. This set includes Golde’s Pure Matcha, known for its taste and health benefits, and a USB-rechargeable frother for creating matcha lattes and other drinks.
Easyplant Fishbone Cactus
For The Boss With A (Not So) Green Thumb
Easyplant Fishbone Cactus
The Easyplant Fishbone Cactus is a low-maintenance Boss’s Day gift that adds greenery to their workspace. This unique cactus, housed in a ceramic pot, only requires watering once a month thanks to Easyplant’s self-watering system.
Perfectwhitetee The Perfect Candle
For The ‘Perfect’ Boss Who Loves Candles
Perfectwhitetee The Perfect Candle
The Perfectwhitetee The Perfect Candle is a minimalist and modern Boss’s Day gift. With subtle notes of sandalwood, bergamot, and cedar, this soy wax candle offers a clean and long-lasting burn.
Mark and Graham Personalized Turkish Cotton Throw
For The Boss Who Gets Chilly In The Office
Mark & Graham Personalized Turkish Cotton Throw
A cozy blanket is a thoughtful Boss’s Day gift for those who experience office chills. The Mark & Graham Personalized Turkish Cotton Throw is lightweight yet warm, made from 100% Turkish cotton. Personalization with an embroidered monogram adds a special touch.
Purple Back Cushion
For The Boss Who Sits For Long Hours
Purple Back Cushion
For bosses who spend extended periods sitting, the Purple Back Cushion is a supportive and health-conscious Boss’s Day gift. This cushion is designed to support the lumbar spine and promote good posture. The breathable, hypoallergenic Grid material enhances comfort.
Should You Get Your Boss A Gift For Boss’ Day?
While not obligatory, acknowledging Boss’s Day with a small gift is a thoughtful way to show appreciation. Keep gifts modest to avoid any awkwardness.
What Do You Get Your Boss For Boss’ Day?
Jennie Graham recommends choosing gifts aligned with your boss’s interests, while remaining professional. Consult experts if needed for unfamiliar hobbies. Maintain a budget around $50 or less to emphasize appreciation over obligation. Ensure gifts comply with company policy and avoid alcohol unless appropriate. Excellent Boss’s Day gift choices include the Knack Big Time Thank You Gift Set, Stanley The Quencher, and UrbanStems The Unicorn Bouquet.