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If your team partakes in gift-giving, there’s a pretty high chance you might find yourself in the daunting position of having to shop for your boss. You want your present to show your appreciation for their leadership — but it can’t read too generic. You might also want your choice to reflect that you’ve gotten to know them a bit as a person — but it also can’t feel too familiar.
“Tricky” doesn’t even begin to describe this scenario, but we’re here to help you avoid a faux pas. Ahead, I’ve gathered 43 tasteful and appropriate (and dare we say fun) gift ideas for every type of boss, whether they’re a dog lover, still struggling to figure out WFH, or successfully working remotely from more time zones than you. All these standouts have been pulled from our archives, and many are tried-and-true Strategist favorites — some even come recommended by actual managers and employees. To make your search even easier, I’ve organized everything by price (and all gifts are under $100, to keep you in budget), plus every product below can be found on Amazon. These gifts are all still available and expected to arrive well before December 25. If you need even more suggestions, check out our massive list of gift guides here.
Update on November 18, 2024: Added new gift recommendations; updated prices and checked stock for all other products.
Gifts for bosses under $25
For the boss who color codes everything
If their spreadsheets tend to be rainbow-hued, they’ll love these pastel-colored, two-in-one tip markers, which will let them switch between precise and broad lines.
For the boss who wants to up their grill game
Backyard barbecue enthusiasts will appreciate these spray bottles for dousing the grill, vegetables, and meat with olive oil. “The spray bottles have a nice matte sheen to them, so they kind of look fancy,” author-photographer Todd Selby told us.
For the boss who’s always burning a candle
Burning papers will be their new favorite way to freshen up a room: Simply fold the strip into an accordion shape, ignite it, and blow out the flame for “a nice, powdery, neutral smell,” says author Young Kim.
For the boss who’s bored with Maldon
Their packed lunches will taste better (and feel fancier) with a sprinkle of smoked sea-salt crystals. With a light-as-air texture, the crunchy flakes can finish almost any food, from scrambled eggs to chocolate-chip cookies.
For the boss who uses sticky notes instead of digital reminders
These extra-large Extreme Post-its will be a nice upgrade. They’re extra-sticky, don’t leave behind a tacky residue, and stand up to moisture, so your boss can even label their lunch in the break-room fridge.
For the boss who was a Philosophy major
I own The Daily Stoic and flip through it whenever I’m craving a new perspective on my daily life. It offers 366 insights and exercises, and includes translations of writings from some of history’s wisest leaders (you know, as inspiration for your boss).
For the boss who’s a regular at the office gym
Pocari Sweat is the Japanese equivalent of Gatorade and perfect for efficiently re-upping electrolytes after an intense workout. A member of the West Side Tennis Club told us that compared to Gatorade it “tastes more mild, so it doesn’t feel like there’s a bunch of artificial coloring in there.”
For the boss who swears by the Pomodoro Technique
Help your boss stay on task with the Mooas Dodecagon Mini Timer, which New York Magazine editor-at-large Choire Sicha tipped us off to. He says it’s super-straightforward to use — just flip the polygon so that the desired time increment faces up (there are 11 options, ranging from 1 to 90 minutes).
For the boss who plays pickup basketball
If they spend Saturdays on the court, this basketball encyclopedia — written and illustrated by Ben Detrick and Andrew Kuo, the co-hosts of the podcast Cookies Hoops — will be right up their alley.
For the boss who takes Zoom calls on mobile
This sleek-looking stand will turn their smartphone into a second monitor that can be adjusted for vertical and landscape viewing. It’s a favorite of Queer Eye’s Jonathan Van Ness.
For the boss who prefers tea to coffee
A tea infuser will let your recipient unlock stronger flavors while eliminating the waste produced by single-use bags. The lid also serves as a drip tray so they can brew into a mug directly at their desk.
For the boss who’s on the 72-degree side of the thermostat wars
Get your manager this small-but-mighty space heater that’s also highly portable. It’s compact enough to fit under or on top of a desk, plus the ceramic coils are designed to heat up in seconds.
For the boss whose blood pressure you’re worried about
While you work on persuading them to start a meditation practice, help them relax in the meantime with incense from the Tokyo-based company Nippon Kodo, a Strategist favorite for years. There are plenty of scents to choose from, and each 40-stick box has a colorful striped sleeve that’s too pretty to hide with wrapping paper.
For the boss whose pet keeps chewing through their loafers
Redirect their dog’s energy to this plush lamb, which I can almost guarantee they’ll still want to play with even when the stuffing’s ripped out. But when it finally does needs replacing, it’s very affordable for a squeaky toy — and it happens to be the one an assistant to a best-selling novelist purchases on repeat for her boss’s pandemic puppy.
For the boss who prefers handwritten notes to the Notes app
If they still write in ordinary black ink, make brown their new signature shade with this lightweight, quick-drying Pigma Pen. The slim barrel is designed to fit neatly in their hand, and the ultraprecise tip will keep their cursive consistent even as they scrawl down their notes.
For the boss who’s bicoastal
These compression socks, described as little corsets for your feet, are tightest around the ankle but gradually loosen from the calf to just under the knee. With a no-slip cuff and a seamless toe box designed to eliminate blisters, they’ll help your boss sit through long-haul flights and touch down without heavy, achy legs.
For the boss who hunches over their laptop for hours
This funky device helps restore your neck’s natural C-shaped curve, alleviating tension and pain. My parents introduced me to the Restcloud pillow, and they love how easy it is to use: Just lay down on it for ten minutes as it gently stretches your muscles.
For the boss whose cubicle could use some greenery
Get them a gift that keeps on giving with Horti’s plant-of-the-month subscription box, which will start your boss off with hardy, beginner-friendly species (like snake plants) and then slowly introduce more exotic varieties. You can find more subscription-based gifts here.
For the boss who’s trying to start a workplace book club
If they’ve mentioned they prefer thrillers to romance novels, this book, the first installment in Richard Osman’s Thursday Murder Club series, follows a group of retired seniors who come together once a week to investigate unsolved murders. R.L. Stine calls the storyline “really top-notch.”
Gifts for bosses under $50
For the boss who watches TikToks during their lunch break
For the boss whose office lacks a freestanding bookshelf
They’ll be able to utilize empty wall space with these near-invisible shelves that fit nicely into even the most overcrowded offices.
For the boss who wishes the office had cold brew on tap
This sleek infuser — which is durable and “easy to use,” according to MochaBox Coffee co-owners Harlin Thomas II and Floyd Sartin — is ideal if they drink cold brew year-round.
For the boss whose skin-care routine needs to be travel-friendly
Give the frequent flyer this set of Dermalogica minis. They’ll have all the skin-care essentials they could ever need — including a deep-cleansing oil, cleansing gel, exfoliant, and moisturizer — in TSA-friendly sizes.
For the boss who dreams of having their own wine cellar
Any self-professed wine aficionado would appreciate this handsome electric opener that Michele Pokowicz, president and partner at Mary Giuliani Catering & Events, recommended when we asked him about the best ones on the market. He says “it’s super-easy to use,” adding that the cork “never gets stuck.”
For the boss with a windowless office
This dimmable desk lamp can easily switch between three color temperatures, ensuring a comfortable working environment for your boss, even if their office lacks natural light.
For the boss who hates being weighed down by their work computer
Portability is this folding keyboard’s key feature, which makes it a great gift for a boss who hates lugging around their company laptop. It also has a kickstand for propping up a smartphone horizontally and using it as a small screen.
For the boss who wants a new productivity hack
This 60-minute timer could be a nice motivational tool for a boss who wants more structure to their work-from-home day. It’s completely disconnected to other devices, which will eliminate the temptation to check notifications (or doom-scroll).
For the boss who needs a break from Bluetooth
After accidentally washing my AirPods, I purchased these lightweight, retro-looking headphones, which I highly recommend for anyone tired of glitchy pairing connectivity. Porta Pros receive an analog signal, which allows them to reach higher volumes than most wireless earbuds.
For the boss who’s working on their posture
Ease their chronic back problems with this S-shaped massage tool that’s designed to relieve tension in hard-to-reach spots without twisting or straining. Ottessa Moshfegh and Daniel Kwan are fans.
For the boss who’s a cyclist
This cheery (and durable) bike lock is the perfect gift for a boss who enjoys biking to work. It uses a three-digit combination so they don’t have to worry about keeping track of a key.
For the boss who has PTO planned this month
Upgrade your boss’s next travel experience with this loop-shaped pillow that can comfortably support their neck or be propped behind their back for lumbar support. It’s made from soft, antibacterial nylon bamboo that always stays at just the right temp.
For the boss who needs to work on their hydration
It may seem like an uninspiring gift, but Sam Sanders, host of Vulture’s culture podcast Into It, says this Yeti water bottle changed his life. It has two spout options — one for gulping and another for sipping — making it perfect for chugging water at the office (or transporting a beer to the park after work).
For the boss whose desk is under there … somewhere
Declutter their workspace once and for all with this storage bar from Strategist-favorite Yamazaki, whose clean lines are practically a work of art. The floating arm is ideal for propping up pens or glasses, and the base tray can house smaller odds and ends, like keys or their favorite mints.
Gifts for bosses under $100
For the boss who has the perfect cup of coffee down to a science
If they have their coffee routine down, consider this heated app-controlled mug, which will ensure their brew never goes cold again thanks to the charging coaster.
For the boss who finally made the switch to a standing desk
This standing-desk mat will be a welcome addition to their work-from-home setup. It doubles as a balance board, which encourages users to adjust their posture and engage their leg muscles — plus, it features a rolling massage ball and raised points that relieve foot tension.
For the boss who tries to be the company photographer …
A boss with an office wall full of photographs will appreciate this digital frame that can be used to display images and videos (with sound) from their camera roll. Connecting to the device only requires a USB stick or MicroSD card, and they can work the included remote to adjust the screen without having to get up.
… And the one who shoots everything on film
For the boss who’s always asking about your five-year plan
They’ll be able to track their own, down to the day, with this compact Hobonichi journal. Musician Yaeji owns one and says it’s powerful to see the passage of time on every page.
For the boss with a smoothie habit
Convenient and compact, this blender will let your boss blend up their ideal smoothie every morning. It even comes with a handy screw-on cap for carrying to work — something an on-the-go boss would appreciate.
For the boss who can’t keep track of their keys (or charger)
“Piles of paperwork” may be their office aesthetic, but this sleek-looking linen-wrapped tray will get at least one corner organized by both sorting out their essentials and wirelessly powering their device. And by cutting down on unsightly cords, you’ll also basically be saving them from a tripping hazard.
For the boss who owns a walking pad
These monochromatic Bala weights, which can be worn around the wrists or ankles, are a simple way to add resistance to your boss’s daily lunch-break walk. Available as a one- or two-pound set, the slim bands are highly adjustable thanks to ultrastrong velcro, making them easy to hide under a pair of work pants.
For the boss who forgets to download a film before business trips
This adapter will allow your manager to connect their Bluetooth headphones to any in-flight entertainment system so they’ll no longer have to ask for an airline-issue wired pair. The nifty gadget also eliminates having to unplug their entire setup when a seatmate inevitably gets up to use the toilet.
For the boss who’s never not at 2 percent
If your boss keeps stealing your charger, get them this multi-device charging station that unfolds to give their phone — plus their AirPods and Apple Watch — some extra juice. And because there aren’t any cords or plugs involved, they can charge on the go.
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