For better or for worse, most of us have a boss. Some of us have a boss that is top-notch. The type who leads by example, comes to work beaming a smile, and totally crushes it day in and day out. Others, well they might have the type of boss that prefers to crush their spirits.
Whether they’re dishing out good days or bad, we’ve rounded up some of the best gifts for your boss that you can tactically employ to either get on their good side or let them know that your life wouldn’t be the same without them.
From coffee to start their day right and tasty Italian treats to sample, to succulents for their office or life-coaching lessons to drop a not-so-subtle hint, here are some subscription boxes that make some of the best boss gifts around.
1. Pretty Paper Club
Price: Starts at $20.00/month
What You’ll Get: This year choose bosses day gifts that add a bit of custom flair and fun to the desktop when you send Pretty Paper Club monthly subscription boxes. Personalized and coordinated boxes arrive each month bearing beautifully crafted stationery and a handful of accessories, including pens, stickers, labels and more.
Shipping: Only ships within the U.S. around the 20th of each month
2. CoachCrate
Price: Starts at $45.00/month
What You’ll Get: Find yourself forcing laughter at bad boss jokes and kvetching with your colleagues over coffee? Send your boss the subtle gift of personal growth with the CoachCrate. From insightful readings to 1-3 online coaching sessions, plus 3-6 items that focus on productivity, relaxation and personal change, each month’s curated box highlights a specific theme intended to help them grow and learn.
Shipping: Ships worldwide from the U.S. between the 23rd-25th of every month
3. Sparkle Hustle Grow
Price: Starts at $24.95/month
What You’ll Get: Are you working for one of those 'Built On Self Success' bosses and want to gift them something really useful? The Sparkle Hustle Grow subscription is the gift that can give some much-needed monthly motivation. Available in 2 levels, the subscription comes with goodies focused on personal growth and productivity. Specially curated books and training tools allow them to focus on their business and help them connect with a like-minded community.
Shipping: Only ships within the U.S. around the 18th of each month
4. The Go Love Yourself Box
Price: Starts at $33.00/month
What You’ll Get: Encouraging self love might encourage an overall happier workplace. Help your boss spend some time on themselves with the Go Love Yourself Box. With 3-5 luxurious self-care items, including an engaging read, this subscription aims to provide fulfillment and fun for both mind and body.
Shipping: Ships worldwide from the U.S. on the 1st of the month
5. Respyre
Price: Starts at $14.99/month
What You’ll Get: Give the big boss man or woman a little something new to put into that morning mug with Respyre. Each month’s box comes filled with daytime teas and herbal infusions curated for a wellness theme like increased energy, improved sleep or stress management. With 30-40 cups in every box, they’ll have all they need for a daily dose of self-care.
Shipping: Ships to select countries from the U.S. by the 27th of each month
6. Succulent Lovers

Price: Starts at $11.00/month
What You’ll Get: What does your boss have in common with a cactus? They can both be a real… nah, we won’t go there. But, if you feel like they might be a good prickly pair, go ahead and gift them the Succulent Lovers subscription. Each month will deliver your choice of succulent cuttings or potted succulents to spruce up their office. Plants at least help to elevate the mood.
Shipping: Only ships within the U.S. on the 2nd Monday of every month
7. Match Made Coffee

Price: Starts at $19.95/month
What You’ll Get: Sometimes called the boss’ boss, coffee certainly is the drink of choice among many go-getters. When you gift the Match Made Coffee subscription, you send the perfect combo. Each box contains 2 craft coffees and 2 gourmet cookies designed to be perfectly paired with that month’s coffee picks. A little something to stimulate and sweeten the boss is never a bad thing!
Shipping: Only ships within the U.S. between the 15th-22nd of every month
8. SnackSack
Price: Starts at $22.95/month
What You’ll Get: Get on their good side on those days that feel just a little too long and everyone needs a good pick-me-up to keep on keeping on when you send the SnackSack subscription. With vegan and gluten-free options available, this box offers 12 mindfully curated snacks that guarantee there is a healthy option on hand to munch when they need a quick energy boost.
Shipping: Only ships within the U.S. around the 18th of the month
9. American Cocktail Club

Price: Starts at $34.99/month
What You’ll Get: Your boss is the dedicated hardworking type that needs a little something to take the edge off after a stressful day. With the American Cocktail Club subscription box, you'll deliver the perfect mixed drink to help do just that. Containing 4 servings of a well-crafted cocktail, choose from the Everything but the Booze box or the Everything box and help them unwind for the evening. The gesture won’t go unappreciated.
Shipping: Ships worldwide from the U.S. in the third week of each month
10. Gusto di Roma
Price: Starts at $59.99/month
What You’ll Get: Get the office crew to pitch in and help transport your boss to the sunny Mediterranean with the luxurious Gusto di Roma subscription. Sending a curated mix of 5-6 Italian appetizers and sweets, from artisan salami and olives to honey nougats and almond biscotti, they’ll get a unique assortment each month.
Shipping: Only ships within the U.S. on the 4th of every month
11. Smartass and Sass
Price: Starts at $15.95/month
What You’ll Get: Everyone's got that special someone that puts a snarky slant on things to help keep it all in perspective, and sometimes that special someone is your boss. Give them the gift that's right up their alley with Smartass and Sass. Available in 3 options, box only, T-shirt only, or T+box, each month's themed dose of snicker-worthy cynicism comes with clever products from artists and small businesses.
Shipping: Only ships within the U.S. between the 16th-18th of each month