Personalized Portraits and Creative Gifts Will Make Your Boss Happy

Personalized portraits like this heartwarming family picture are a great way to get into your boss’ good books

Getting the right gift for your boss is no easy feat. Whether it’s for a special work function, a birthday, a wedding, or even a secret Santa (everyone always finds out who got them in the end), choosing a present that’s both appropriate and well, better than mediocre, is enough to make even the calmest among break out in a sweat.

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When it comes to your boss, it’s important that you don’t overspend or underspend. It’s also vital that you source a gift that says “I know you and I appreciate you” without breaking any professional boundaries.

Buying a gift for your boss is a delicate process—and there is a ‘sweet spot’. Regardless of the occasion, to inspire, amaze, and remain in your boss’ good books for years to come, you should strive for originality, steering away from for generic goods without going overboard.

But is finding a gift like this possible and does it even exist? Yes, getting the perfect gift for your boss is more than possible—and we have some gift ideas that will inspire your efforts.

From personalized portraits to bespoke office equipment, travel companions, gift experiences and beyond, here are five gift suggestions that will get you into your boss’ good books for years to come.

Personalized portrait paintings

First up, we’re going to talk about something of the ‘arty’ variety. If your boss is a little sentimental or nostalgic, arranging a personal portrait painting based on a cherished photograph is sure to go down well on any occasion.

PortraitsOnDemand transform photographs into dazzling watercolor, oil, or pencil sketch-style paintings that not only look stunning but have an enduring quality that will put a smile on your boss’ face for decades to come.

The best thing about personalized portraits is that they strike the perfect balance between tasteful and sentimental. Plus, bespoke portraits are also ideal for the home or office—a real win-win. 

Tailored office equipment

Now, tailored office equipment may sound a little corny, but if you make the right choice, you’re likely to earn some serious brownie points with your boss.

To achieve gift-giving success with a piece of tailored office equipment, all you really have to do is go one step further than a generic ‘world’s best boss mug’ or poorly anagrammed pen.

An original tailored calendar, engraved paperweight or a personalized leather journal with a handwritten message work well for almost every occasion imaginable. Oh, and if you are thinking of going down the personalized mug route, the combination of a work motto and your boss’ name will prove most effective, as long it’s not offensive.

Travel items

If your boss travels a lot for work, for business, pleasure or both, buying a gift that will prove useful when they’re on the road is likely to be met with enthusiasm.

We’re not talking about something as mundane as a travel pillow or toothbrush, of course. What we mean is something engaging, interesting, and practical in equal measures.

Here are some travel-based suggestions that will help you navigate your efforts:

  • A portable USB power pack for charging smartphones, tablets or laptops on the go. In today’s digital age, there are lots of weird, wonderful or professional designs to choose from. Think about what your boss likes and you’re sure to make the right decision.
  • An engraved eco-friendly travel mug, preferably one that is collapsible.
  • The 1001 Smartest Things Ever Said book by author Steven D. Price. An amusing and insightful reading experience on long haul flights.
  • Bespoke travel pamper packs. There are plenty of options out there on the Web for both men and women and by choosing what’s included, you will add a personal touch that your boss is sure to respect. Just make sure it’s compact and won’t weight down their hand luggage.
  • Specialized secret pocket or ergonomic travel garments such as hats, scarves or t-shirts. There are a host of incredible travel-friendly clothing designs available right now, many of which are breathable and come complete with secret nooks for your valuables or easy access zips for your smartphone. Just make sure you’re 100% certain of your boss’ measurements if you’re thinking about buying clothing—getting something too big or too small could prove disastrous.

Bespoke business card case

Despite the rise of digital technology, business cards are still one of the most powerful promotional mediums in today’s commercial world.

That said, it’s likely that your boss has business cards to hand out, and lots of them. By opting for a bespoke business card case, no only will you be giving your boss something that they can use to make an amazing first impression with potential partners or clients but also a memento that they can cherish for years to come.

There are a host of quality options available online. But, as a general rule of thumb, you should always check out a solid mix of online reviews before buying a bespoke business card holder and avoid spending under $30. 

An Experience

While some people love receiving tangible gifts and keepsakes, some prefer to get our there, try new things, and enjoy experiences.

If your boss is an adventurous type, a gift voucher for an adrenaline activity or a cultural evening out is sure to hit the mark. As long as you know your well enough to pick a voucher-based on a category they’re likely to enjoy (for instance, if they like boats, you could get a voucher for an open sea adventure of their choice), you can’t go wrong.

Alternatively, if your boss is more of a foodie, you could club together with your colleagues and get them a 12-month subscription to a beer, wine or culinary club. A solid option for those who prefer to stay in and cook with a glass of wine, or two.

Choosing the right gift for your boss can be a daunting prospect. But, if you take your time and focus on being personal yet professional, you’re sure to choose something that hits the spot on every occasion, big or small.

We wish you the very best of luck in your quest and if you have any gift-giving tips of your own, please share them with us by leaving a comment.

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