Buying a gift for your boss can be a potential minefield. Spend too much and you risk making them feel uncomfortable. Spend too little and you might as well not get anything at all. We went and found gifts for every type of boss there is, all of which hit that perfect sweet spot between too personal and just personal enough.
For the boss who’s always asking what day next Wednesday is
Cavallini Papers Botanica 2018 Wall Calendar
Hand-done images of botanica on an expensive-looking (but not) wall calendar will surely impress the boss without embarrassing them.
For the boss who wastes too many paper cups
Issiki Travel Mug Compact Stainless Mug Bottle
A very elegant and shockingly cheap (your boss doesn’t have to know that) stainless mug. Would be good for yourself, too.
For the boss who already has a subscription to New York Magazine
Highbrow, Lowbrow, Brilliant, Despicable: Fifty Years of New York Magazine
Shameless plug: Our new anniversary book is a great alternative gift.
For the boss who has ‘WORK’ in big block letters
Ilyapa Felt Letter Board With 308 Letters, Numbers & Symbols — 10x10 Inch Changeable Wooden Message Board Sign
Oh, all the options they’ll have with this letter board. “Go away” and “Not right now” come to mind.
For the four-hour-workweek boss
Tribe of Mentors: Short Life Advice From the Best in the World
A sequel to the Tim Ferriss blockbuster, this new book features the work habits and tools of 130-some high achievers, including Maria Sharapova and Facebook co-founder Dustin Moskovitz.
For the boss who’s got books to display
JIC Gem Agate Bookend Dyed Blue Polished 1 Pair
Some nice agate bookends to keep them upright.
For the highly caffeinated boss
Osaka Pour-Over Coffee Brewer
The Osaka pour-over brewer is practically designed to be a desk object — your bleary-eyed boss will adore the thing.
For the boss with office-chair posture
Backjoy SitSmart Posture Plus
Those cheap desk chairs do a number on your back, but the Backjoy forces you to sit better (here’s another chair add-on we love for better chair posture, too).
For the frazzled boss
Rocketbook Everlast Smart Notebook
A notebook that can be wiped down with a wet paper towel and reused endlessly — they can email the notes to themselves or send them to a phone, too.
For the frazzled boss who’s more low-tech
Rifle Paper Co 12 Month Hardcover Agenda 2018 Black Icon
If your boss needs a reason to get into a 17-month planner, what better one than this black-and-gold version from Florida company Rifle Paper Co.?
For the boss who’s always late to meetings
Timex Men’s TW2R42500 Weekender
Maybe all they need is a nice watch.
For the extra-thirsty boss
Stanley Classic Flask
When your boss needs something a little stronger than coffee, you can’t beat the original Stanley flask (throw in a mini-bottle of bourbon for good measure).
For the boss who'd rather be golfing
Putt-A-Bout Par 3
We get it — something about the back nine and par and a birdie or whatever. Now they can putt in the office.
For the fit boss
Fitbit Flex 2
The new super-slim Fitbit tracks steps and sleep patterns, but is also swim-proof — for the triathletes who have to clock in.
For the boss with low blood sugar
Nourish Snacks Monkey Love
$20 for ten
Healthy(ish) snacks from Today show health expert Joy Bauer.
For the yoga-straight-after-work boss
Baggu Weekend Bag
A gym bag doesn’t have to look like a gym bag — this one from Baggu’s cool enough for work, weekend, and even a night out. It’s one of our favorites.
For the boss who’s always drinking cold water
Creative Co-Op Hexagon Marble & Wood Coaster Set
Does the boss always need somewhere to set down a glass? Coasters to the rescue.
For the boss who's stressed
Speks — Original (2.5mm) Mashable, Smashable, Rollable, Buildable Magnets
Our favorite new stress-relief toy: crunchy magnetic balls that can be formed into sculptures or just squished in hand.
For the boss who's really stressed
Gideon Shiatsu Kneading Massage Pillow
When magnetic balls just won’t cut it, a Shiatsu kneading massager for head, back, and feet may be the big-ticket item that does the trick.
For the boss who packs a lunch
Make it fun and stackable with a dishwasher- and microwave-safe set of bento boxes.
For the boss who exercises instead of eats lunch
Cubii Under Desk Elliptical
An under-the-desk elliptical machine that lets them put in some exercise (and track progress via an app) from nine to five.
The Strategist is a new site designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the best notebook, black T-shirts, fashion-editor-approved jeans, toothbrush, and apartment décor. Note that all prices are subject to change.
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