The COMPLETE List of Personalized Gifts for Bosses (6 Ideas for 2021)

Personalized gift pen

Gift giving. Some love it, others hate it, but either way, it’s a part of everyday life, and it’s no secret that the search for a perfect personalized gift can be challenging.

But here are a few questions to take into consideration:

  • Who’s the gift for?
  • What’s your budget ?
  • What’s the occasion?

  • And all of the above counts even more when you’re in pursuit of gift ideas for your boss.

    That’s why I’ve compiled this list of ideas that will help you choose a perfectly appropriate gift with ease.

    Business Gift-Giving Etiquette

    Workplace gift-giving practices differ from place to place. It depends on the corporate culture, and it’s developed through time. If you’re not a seasoned employee who knows all the ropes, ask around the office about how things work at your company.

    Because buying a gift for:

  • Boss's birthday
  • Boss's retirement party
  • National Bosses Day (October 16 in the U.S.)
  • The holiday season, etc.

  • Could be perfectly acceptable at some places and a big no-no at others.

    To make matters easier, take a look at the Ultimate Guide to Business Gifting Etiquette in 2021. However, if you’re already an etiquette master, let’s jump straight on to getting your boss that perfect gift.

    How to Choose a Perfect Gift for Bosses?

    So, you’ve decided to give your boss a gift for a special occasion or as a way to say thank you.

    Maybe a bottle of fine wine along with a nice card? Sure. But is wine appropriate as, let’s say, a retirement gift? And what if your boss doesn’t drink?

    A gift card is also something to consider, but it’s a bit impersonal, in my opinion, and a funny gag gift could be somewhat too personal and inappropriate.

    So is there a gift with which you can’t go wrong?

    Well, I think so. What does every boss need?

    A perfect pen to sign deals, take notes, make a statement and never forget anything.

    How to Decide on a Pen Style?

    There are four basic ink styles and three main handwriting styles. Before you choose a pen, try to find out the type of pen your boss usually uses and his or her handwriting style.

    Sneaky tip: Ask your boss to write a special personalized note, like a thank you card for a client or an employee and use it to check out their pen and handwriting style.

    It will make your choice easier. If you need some additional help, read this practical guide on choosing a perfect pen according to handwriting style

    Calligraphy and the Doodling Boss

    Have you noticed that your boss doodles while on a phone call or during a meeting?

    If so, before you presume that it’s out of boredom with the PowerPoint presentation or lack of attention, you should know that 26 out of 46 American Presidents had that same habit.

    So, it’s actually a good thing?

    As it turns out, yes, doodling is a great way for achieving focus, stress relief, and better retention of information.

    Now, calligraphy is more than doodling. It’s a visual art form in its own right. But even if your boss isn’t into art, a beautiful calligraphy fountain pen is a great gift idea for taking simple sketching to a more sophisticated level.

    gift for your boss, desk
    Silver Calligraphy Fountain Pen

    And to be frank, this Silver Calligraphy Duke Fountain Pen will bring out the artist in anyone.

    Its curved nib makes it easy to shift from broad to fine lines just by changing the hold and the drag of the pen — perfect for lettering.

    Here’s what one of our customers, Timothy, had to say about it:

    “My experience with Dayspring Pens was excellent. The delivery and engraving were prompt and the final product turned out well and elegant. The pens are also sleek and made excellent gifts.” - Timothy

    Engraving the pen with a short quote or a signature will take it from great to a unique gift with some artistic flair.

    An Analog Boss in a Digital World

    If your boss lives on the precipice of an analog and the digital world, constantly on the go, shifting between jotting down notes and scrolling through a smartphone, finding a great gift could prove challenging.

    But as Sonny said to Cher, “I’ve Got You, Babe”.

    Cross Tech 3+ Pen - Satin Black Finish
    Cross Tech 3+ Pen - Satin Black Finish

    This all-in-one slim and stylish Cross Tech 3+ Pen in satin black finish is a true business combo. It will have your boss seamlessly twisting from a mechanical pencil to a black or red ballpoint and back, no matter the task.

    And when needed, it conquers digital screens with its practically placed stylus.

    To add the final twist to this gift idea, consider engraving it with a motto or a signature.

    Gift Ideas for the Scholar Boss

    Sometimes the best way to go about choosing a gift is to look at the surrounding decor of the person you’re gifting.

    If your boss enjoys wood tones and has an office that resembles John Keating’s study from the movie Dead Poets Society more than a typical workplace office, look no further.

    Parnell Clock by Howard Miller
    Parnell Clock by Howard Miller

    The Parnell table clock is the perfect gift if your boss is a professor, or is always at his desk and often loses track of time.

    The brass-finished metal base and gold tone bezel of this clock is grounded by its black hands and numerals, with a gold second and alarm hand to highlight.

    What’s more, you can personalize it with an engraved name plate for free.

    Desk Name Plate — a Detail That Stands Out

    A nice addition to the Woodmark Pen decor that your scholar boss will definitely appreciate and have great use for is a Woodmark Rosewood Desk Name Plate with a business card holder, and engraving included.

    Personalized/Engraved Woodmark Rosewood Desk Name Plate with Business Card Holder
    Personalized/Engraved Woodmark Rosewood Desk Name Plate with Business Card Holder

    It will make your boss's office desk look even more professional, and it’s a practical way to keep business cards handy.

    Pen Sets — Great Retirement Gifts for Your Boss

    Two is better than one, and pen sets are a great two-in-one present combo that can be an appropriate retirement gift for your boss.

    The engraved Waterman Hemisphere Fountain & Rollerball Pen Set is one I would choose for such an occasion.

    Waterman Hemisphere Fountain & Rollerball Pen Set
    Waterman Hemisphere Fountain & Rollerball Pen Set

    This combination gives you the best of two pen style worlds. You have the timeless luxury of a high-quality fountain pen and the benefit of the smooth writing experience of a rollerball, together with a three-year Waterman warranty against defects or workmanship.

    Not to mention this could be a way to decide on a pen without investigating the handwriting style of your boss, as we mentioned earlier.

    Choose this set, and you’ll cover all the bases.

    Journal Gift Set — The Perfect Match

    No matter if you work for a fierce boss-lady or if your boss is a guy’s guy type, any of these gift ideas will work. But if you’re looking for a unique gift for the woman in charge, then may I suggest the Cross Click Chrome Ballpoint Pen & Classic White Journal Gift Set.

    Cross Click Chrome Ballpoint Pen & Classic White Journal Gift Set
    Cross Click Chrome Ballpoint Pen & Classic White Journal Gift Set

    Its simple and elegant design can be personalized with engraving on both the journal and pen. The journal has a practical pen holder in its binding, and the Cross ballpoint pen comes with a lifetime mechanical warranty by Cross.

    With this gift, your boss will go nulla dies sine linea, which is Latin for not a single day without a line (written).

    Find the Write Gift for Your Boss

    Good bosses deserve to be appreciated, but it can be hard to find a gift that’s unique without getting too personal.

    The above ideas and others from the Daysping Pens collection are just the right mix of thoughtful and conventional—there’s no better way to say thank you.

    Find one that’s perfect for your boss today, whatever his or her style.