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Everybody has a boss. (Unless you run the company, of course. Hat’s off to you, my friend, and hopefully your ascent was much simpler than our pal Tom Wambsgans’s.) And everybody is bound to come across a time when you want to treat the head honcho to something, whether it’s a birthday, a career milestone, or a just-because scenario.
Buying a gift for your boss is nothing like buying a gift for your coworker. Sure, they occupy the same workspace, but your company’s or department’s fearless leader needs a gift with a little more oomph, a dose of pizzazz. After all, this gift says just as much about your boss as it does about you (and your opinions of them). Are they someone who’s hyper-organized? Loves to look stylish from Monday to Friday, 9 to 5? A jet-setter ready for a trip at a moment’s notice? A present that matches these details shows that you know your boss inside and out, and that you’ve been paying attention to their interests all while successfully killing it in your career. That’s some multitasking we can get behind.
You want this gift to be useful—perhaps for both inside and outside the office—but also worthy of their status. They are busy bees, of course, and a gift that can simplify their already hectic existence is sure to be greatly appreciated. Or perhaps you’ve decided to opt for something that will replace their old, worn items and allow them to show off a brand-new one.
No matter which route you choose, our guide offers up plenty of options. Here, the best gifts for your boss, from wine to snazzy office supplies to everything in between.
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Ember Mug 2
Image Credit: Ember What’s sleek, stylish, and ready to keep your boss’s favorite beverage hot from 9 to 5? Well, it’s the Ember Mug 2, of course, outfitted in an array of metal hues, from stainless steel to rose gold, that will match anyone’s current office decor. This cup will keep drinks at their ideal temp, so the days of accidentally slurping a cold cup of joe are a thing of the past. Plus, it can be personalized with your boss’s initials for that extra-special touch.
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Papier A Way Through Planner
Image Credit: Papier If your boss’s planner is basically an extension of their body, treat them to a new chic scheduler courtesy of Papier. The stationery purveyor recently unveiled a colorful collab with The Met that features products in stunning motifs inspired by 20th-century book-cover designer Margaret Armstrong and Art Nouveau textiles. And the planner is undated, meaning your boss can skip scheduling while off on PTO and then jump back into the daily grind without missing a beat (or a page).
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Nespresso x Blue Bottle Coffee Blend No. 1
Image Credit: Nespresso If your boss is a coffee junkie (or needs a good cup o’ joe to pair with his Ember mug from above) look no further than this delicious collab from Nespresso and Blue Bottle. Yes, the two coffee giants have collided, serving up a quality roast that is sure to satisfy even the biggest coffee snob.
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Joseph Drouhin Chambolle-Musigny Premier Cru 2020
Image Credit: Joseph Drouhin You really can’t go wrong with a bottle of red to gift your head honcho. Especially when it’s one from Joseph Drouhin. This 2020 vintage, aged from 14 to 18 months in oak barrels, offers up complex aromas of violet and black cherry; it’s a refined vino that your boss can sip now or cellar for later.
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Il Bisonte Men’s Brolio Leather Messenger Bag
Image Credit: Il Bisonte Your boss needs a bag that can do (and handle) it all, from the board room to the morning commute to client meetings. Enter this messenger bag from Il Bisonte, the ever-reliable leather purveyor. They’ll never be left fumbling around for that pesky paperwork again, since the bag comes with a variety of pockets and pouches to store all the necessities. Plus, when they sling it over their shoulder with the adjustable strap, they’ll also be gaining a chic accessory to complete their fit.
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Barsys 360
Image Credit: Barsys Your boss will never have to make a drink again with this piece on their bar. A bold statement, we know, but the Barsys 360 more than backs our claim. This high-tech machine crafts personalized cocktails in a snap; simply load in the correct spirits and mixers and let the 360 do its thing. Your boss’s next happy hour just got a whole lot better.
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Aspinal of London Set of Two Luggage Tags
Image Credit: Aspinal This one is for the CEO on the go. A man who could call an airport his second home. A leader who moonlights as a travel connoisseur and has the points to prove it. If your boss fits any one of these descriptors, this set of luggage tags is sure to elevate their travel game. Made of fine full-grain leather, these bad boys can survive more than a little wear and tear; and they can be personalized for that extra-special touch. Plus, this suave duo comes in a slew of hues, from a smooth black to a bright lavender croc print. Basically, there’s one that’ll matches any boss’s style.
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Wendy Gold Push Pin Globe
Image Credit: Wendy The saying goes, “It’s not the destination, it’s the journey.” Yet, with this chic globe, it’s all about where you’ve been. Your boss’s newest desk decor is handcrafted by a master wood worker and includes a nifty kit of push pins that can mark each place they’ve been around the world. The best part? It gives your boss an excuse to reminisce about some of their favorite trips—and give them great travel ideas to boot.
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A Rare, 1930s Dunhill Cocktail Set
What is presented here epitomizes this esteemed position: a possibly unique cocktail shaker with corresponding cups and an exceptionally rare table lighter, offered by New York–based vintage dealer Alan Bedwell.
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Montblanc Meisterstück Around the World in 80 Days Doué Classique Fountain Pen
Image Credit: Montblanc In a move that won’t surprise anyone, we have a Montblanc pen on this list. Shocking, we know. But there’s a reason we can’t stay away from the brand’s calligraphy crafters: They’re the best of the best, plain and simple. And this fun twist on its classic fountain pen houses delicate details inspired by Jules Verne’s timeless Around the World in 80 Days, including a sweet elephant motif. If your boss happens to use the writing instrument to pen their own iconic novel (or just elegantly jot down a note or two), they’ll have you to thank.
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Harry & David Ultimate Premium Gift Basket
Image Credit: Harry & David A basket of delectable treats—it’s a gifting tale as old as time, really. This offering from Harry & David ups the ante with a sweet selection of all kinds of goodies, including peanut butter pretzels, dark chocolate popcorn, and luxe truffles. It’ll leave your boss happily munching and crunching all the live long day.
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Apple AirTag
Image Credit: Apple Apple’s AirTag really is a genius little tool, able to keep track of whatever items often get lost in the shuffle via an iPhone. And that’s exactly why your boss needs it. They can simultaneously toss it in any bag, wallet, or suitcase, and leave behind any worries about losing the essentials ever again. It would also pair well with a sleek luggage tag (see above).
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Arhaus Angel Jasper Coasters
Image Credit: Arhaus Coasters were once known as a rather mundane piece of home decor. Now, however, that’s the furthest thing from the truth, especially when these guys from Arhaus can spruce up your boss’s coffee table or desk. Made from natural angel jasper in a slew of relaxing green hues, they bring just the right amount of texture and interest to any space they’re in.
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Serapian Men’s Stephan Billfold Wallet
Image Credit: Serapian Your boss needs a wallet that go from work to play in a snap, something that will stand the test of time both in the board room and on their weekend jaunts. This Serapian wallet, made of a stylish woven leather in Italy, can hold anything from business cards to credit cards with ease. Plus, its chic black hue means it’ll most likely match the briefcase your boss already has on hand; and that’s a win.
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Twelve South AirFly
Image Credit: Twelve South I know I said the AirTag was a genius invention, but this one just may topple it for first place on my list of clever tech. Your boss can use the AirFly to connect their wireless headphones to any—read: any—3.5 audio jack. For the unversed, that means airplane TVs, treadmills, and other gym equipment, along with a slew of gaming devices. Simply plug the AirFly into the jack and boom, it’s all hooked up. Your boss will never feel the pain of not being able to wirelessly sync up to, well, basically anything ever again.
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Amazon Basics 500-Watt Personal Mini Heater
Image Credit: Amazon Offices can be cold. Summer, winter, anything in between: Your boss can still find themselves shivering. Enter this personal mini heater, which is the perfect size to plop on their desk and warm them right up. Note: Just check with your building to ensure it’s safe to have one of these!
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Pigeon & Poodle Asby Forest Desk Accessories Set
Image Credit: Pigeon & Poodle Sometimes, you just want to give your entire office a refresh. If your boss feels the same way, this set is sure to clear away the decor cobwebs. It comes with everything they’d need to keep organized, from a letter tray to a pencil holder. And thanks to the chic forest-green color, your boss will be operating in much more elegant conditions than before.
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Bainbridge Pickleball Club Zebra Paddle
Image Credit: Bainbridge The shot heard ‘round the world this year most definitely came from a pickleball court. And we bet your boss has hopped on the trend as well, so treat them to a great pickleball paddle to match their newfound expertise. Business on one side, party on the other (thanks to a zebra-striped pattern), this paddle will help your boss hone their craft and look good while doing it.
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Crane Porsche 911 Card
Image Credit: Crane The Porsche 911 is a cool classic, and now it can take a ride on your CEO’s stationery, thanks to this impeccably sporty option from Crane, which has been printing paper since 1770 (Fun fact: Paul Revere was actually an early customer). With a mini car riding high on the top of each card, the set shows your boss knows how to ride in style. And if they’re not a car person, there’s plenty of other stationery options from the brand to enjoy.
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Don Q Gran Reserva Añejo XO Rum
Image Credit: Don Q Having a good rum in one’s arsenal is important. And Don Q Gran’s spirit certainly doesn’t disappoint; it’s a sweet yet slightly peppery offering that is sure to tickle their fancy. After all, your boss deserves a rum they can rely on to be consistently good—kind of like their employees.
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The Grey Overnight Sleeping Mask
Image Credit: The Grey The more self care someone indulges in, the better they feel. The same applies to your boss, which is why this mask from The Grey is a necessary addition to their routine. It’s made to hydrate, pamper, and moisturize, all while soothing stressed-out skin. Better still: This product does all the work for you while they catch some Zzzs, meaning both their mind and skin will be well-rested by the time their alarm clock chimes. What is it they say about two birds and a stone?
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Bey-Berk Carbon Fiber Lacquered Cigar Humidor
Image Credit: Bey-Berk All cigars need a great home base. Gift your boss one they’ll be happy to display courtesy of Bey-Berk. With a curvy silhouette and a bright-yellow hue, it’s equally functional and fun—and can hold up to 25 cigars.
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An Exclusive Wine Tasting and Dinner in Napa
Image Credit: Silverado Savor the past and the present of two of Napa Valley’s most stunning estate Cabernet Sauvignons: Solo and Merus. Two Robb Report readers have the chance to acquire 10 magnums of wine—five exceptional vintages from each vineyard—plus the exclusive opportunity to experience the latest releases with the winemakers. The tasting will be paired with an exquisite wine-country menu for you and up to seven guests, prepared by the private chef at one of the estates.
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Brooks Brothers Engravable Cuff Links
Image Credit: Brooks Brothers Dependable, trustworthy, and effortlessly classy, these sterling-silver cuff links probably have a lot in common with your boss. What’s more, this Brooks Brothers set can be adorned with a monogram.
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Warby Parker Baird Glasses
Image Credit: Warby Parker Since most of us stare at monitors all the live long day, eye strain is bound to occur. Here to help alleviate that stress is a chic pair of glasses from Warby Parker. Its Baird style is a timeless classic, and they can be equipped with handy-dandy blue-light lens that will decrease the effects of gazing into a screen for hours on end.
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Oakywood Walnut Laptop Stand
Image Credit: Bespoke Post Speaking of strain, this sleek laptop stand will ensure that your boss won’t have to deal with pesky neck and back pain. Handcrafted from solid wood, this perch is the perfect height to work on any surface, whether your CEO is hanging in the office or going the WFH route. Plus, the stand’s streamlined façade easily blends into its environment, so you don’t feel like you yet have a clunky accessory on your desk.
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Apparis Brady Faux Fur Throw Blanket
Image Credit: Apparis There are blankets and then there are blankets; the oh-so-comfy, can’t-sit-on-your-couch-without, it-pains-you-when-it’s-in-the-wash blanket. You know what we’re talking about. The latter option perfectly describes this lush, plush option from Apparis, a faux-fur dream that’s just waiting to take its rightful place on your boss’s sofa.
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Diptyque 34 Boulevard Saint Germain Scented Candle
Image Credit: Diptyque A candle helps set the tone for the season, and no one knows that better than Diptyque. With notes of moss, blackcurrant, spices, this scent will turn any office into a woodsy oasis that’s just on the cusp of fall. Plus, the candle’s neutral exterior will blend into any space.
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Joe Cariati Low Round Decanter
Image Credit: Joe Cariati Plain decanters are a thing of the past—especially since your head hancho deserves something more exciting for their bar cart. They can make a statement to visitors and coworkers alike with this curvaceous decanter from Joe Cariati. Better still: Blue just so happens to be the color of calm and stability, and people (including bosses) usually are what they decorate with.
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Todd Snyder Italian Rep Stripe Tie
Image Credit: Todd Snyder Give your boss an upgrade on his worse-for-wear tie with this snazzy piece from Todd Snyder. This option is retro with being too overdone, and its fun colors add a bit of spice and variety against any other plain old tie. And, of course, your head hancho can expect to see the same impeccable quality from the brand they know know and love.
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Alessi Food à Porter Lunch Box
Image Credit: Alessi Now your boss can toss that old lunch box and replace it with a much swankier version, thanks to this spacious piece by Alessi. With three containers and two sealed lids, they can organize everything from snacks to sandwiches to last night’s meal however they see fit—and it’s all housed in a container that looks nothing like the lunchboxes of days past. Now, the leftovers for lunch option has never looked so good.
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Tom Dixon Swirl Stepped Recycled Bookends
Image Credit: Tom Dixon Bookends, in my opinion, are an underrated piece of office decor. They’re a fantastic way to show off a little bit of pizzazz, some personality even, all while being a helpful organizational tool. This snazzy marble duo will help elevate your boss’s style—and, if they don’t have a ton of books on hand, they can use these chunky pieces as candlestick holders. It’s multifunctional at its finest.
