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Journey Through Our Dream 25 Blog Series

Make Business Gifting Count with Thoughtful Strategies for Lasting Impact

How to Make Every Gesture Count

May 13, 20256 min read

We've all received a gift from a colleague or a business partner before that maybe didn’t connect very deeply. A branded coffee mug, a pen, maybe even a generic gift basket. You smile, say thanks, and tuck it away in a drawer.  The thought was there, sure, but it didn’t exactly create any kind of emotional experience.

Turns out, that’s a common response.

Our research shows that 54% of professionals receive gifts at least occasionally, and 52% definitely enjoy them. But 40% only “sort of” enjoy them. That’s nearly half of the recipients left feeling lukewarm about something that was supposed to make them feel something.

And while 84% say they’ve never received a gift that irritated them, the absence of irritation isn't exactly a glowing endorsement. Neutral or forgettable gifts don’t build relationships. They don’t foster loyalty. They’re just there. And then they’re gone.

So, what’s the opportunity here? How do we move from obligatory gestures to meaningful moments that actually build relationships?

Let’s dive in.

The Real Problem is Forgettable Gifts

Giving gifts in business isn’t the issue.  How we give is.

Gifting, when done right, should create a sense of being seen and valued. But if it’s rushed or impersonal, it becomes another checked box on a to-do list. And the recipient? They walk away thinking kindly of you for the moment but there isn’t the kind of emotional response that makes people want to tell the world how wonderful you are. 

The truth is, many gifts don’t resonate on a deeper level. They might be appreciated in the moment, but they don’t stick. They don’t drive the kind of long-term engagement or loyalty that actually helps your business grow.

And that’s a missed opportunity.

Thoughtful Gifting That Feels Personal

Here’s the good news. You don’t have to spend a fortune to avoid the forgettable trap.  You just need to make someone feel genuinely valued. In fact, it’s the small, thoughtful touches that often have the biggest impact.

Let’s break down what makes a gift truly memorable:

  • Handwritten Notes: 62% of recipients say a handwritten note makes a gift more meaningful. This simple gesture transforms the exchange from transactional to emotional. It tells the recipient, “I see you, I appreciate you, and I took the time to express it.”

  • Usefulness: 59% say the gift should be useful or helpful. This doesn’t mean it has to be practical in the traditional sense, but it should add some kind of value to the recipient’s life. Whether it solves a problem, encourages relaxation, or helps them think differently about a challenge they’re working on, utility matters.

  • Personalization: 54% say personalization makes a gift stand out. And no, that doesn’t mean slapping their name on a piece of swag. True personalization comes from listening and observing what matters to them, and reflecting that back in your gesture.

Interestingly, only 10% believe that asking for preferences makes a gift feel thoughtful. That means the magic lies in paying attention, not in surveying.

How to Start Gifting with Impact

So how can you elevate your gifting game starting right now? Here are some practical steps:

Add a Handwritten Note Every Time

Let’s talk about the most overlooked part of a gift, the handwritten note.

Because sometimes… the note is the gift.

It’s the words that make someone pause.
The part they read twice.
The thing they tuck away to keep.

62% of people say a handwritten note makes a gift more meaningful.
That’s not a small boost. That’s the emotional connection we’re all chasing.

So if you’re short on time or budget, don’t overthink it.
Take out a pen, think about what this person means to your business, and write it down.

You’ve just given them something money can’t buy.

Make It Useful (But Not Generic)

Think beyond the basic branded swag. If you know your recipient is into coffee, maybe a unique blend from a local roaster beats the standard coffee mug. If they’re all about wellness, a calming tea or a relaxation kit could be the ticket.

Pro tip: Utility + personalization is a powerful combo.

Observe and Listen

Don’t ask outright for their gift preferences. Instead, listen for clues. Did they mention an upcoming trip? A hobby they enjoy? A recent accomplishment? Build your gifting around those insights. This creates the element of surprise, which makes the gesture feel all the more meaningful.

Prioritize Who Matters Most

You don’t need to focus on every relationship at once.  Maybe you haven’t shown your clients some attention outside of deliverables for a while.  Focus your thoughtful gifting on them until you have a process for consistency.  Maybe it’s once a year they get something thoughtful from you.  Then move onto the next group, like nurturing your prospects to build trust faster.  Make sure your resources are focused on a repeatable system, because this relationship building stuff is an on-going effort.  

Why Gifting Matters

At the end of the day, gifts (or giving) are about making people feel seen, appreciated, and valued. They’re tools for building emotional loyalty.  The kind of loyalty that keeps clients coming back, that turns partners into advocates, and that makes your business memorable in the best possible way.

Forgettable gifts? They’re just noise. But thoughtful, meaningful gestures? They’re the kind of music that lingers long after the moment has passed. And that’s the kind of gesture that gets shared with others. 


Need help creating a strategy for thoughtful gifting that speaks volumes? That’s what we’re here for. Join us at one of our community Q&A sessions, or schedule a one-on-one chat to brainstorm ideas that make sense for your brand. 

What Your Should Be Asking Yourself Now

Now that you’ve seen what’s possible when gifting becomes strategic, here are a few questions to help you reflect on where your approach stands—and where it might need a little more intention:

  1. Do I really know what matters to the people I’m sending gifts to?
    If you had to pick a theme for each of your key relationships right now, could you?

  2. Am I doing the research or just relying on guesswork?
    Thoughtful gifting starts with knowing, not assuming. Do you have a system to track what you learn about people?

  3. Have I prioritized who I’m investing in right now?
    Are you clear on which clients, partners, or prospects need the most engagement and why?

  4. Are the gifts we send actually tied to the message we want to send?
    If your gift isn’t aligned with the recipient’s world, it might just be noise.

  5. Could our next round of gifting tell a better story?
    Imagine a theme that speaks directly to where someone is in their journey. What would that look like?

strategic giftingemotional loyaltyclient engagementpersonalized business giftscorporate gifting
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Talk to one of our experience managers to find out how our done-for-you, end-to-end service, will handle all the fine details of your personalized touchpoints, so you (and your team) can stay focused on your core business and still ‘wow’ and show your clients, prospects, team and strategic partners that you care.

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What Our Clients Are Saying...

“I can't tell you the number of times that the mailing of one of those packages has put someone on my calendar to reconnect with them.”

Shawndel Spader

Spader Group

Stephan Woessner

Predictive ROI

“I think you’ll be very pleasantly surprised, just like I was in how easy the process is. Why did we not do this years ago? Huge missed opportunity! I encourage you to no longer miss those opportunities and have the conversation with Jamie. I think you will be very pleased that you did."

Theresa Wilmot

Wilmot Designs

"Working with The Expressory for gifting is the perfect blend of giving a gift that is truly of your heart with the message you want delivered but the convenience and ease of having it done for you! The best!!"

What Others Are Experiencing

“Jamie and The Expressory are one of my most powerful assets as a small business owner. Client engagement beyond our direct service offering was a constant struggle in the past and we were failing to help show our appreciation for the amazing ways our clients support us, until I met Jamie and signed up for her services. Now my clients regularly tell me how much they love our beautiful and thoughtful cards. I have actually had stronger renewals from clients because they were touched by how much we actually cared about their lives outside of our studio. The Expressory is able to deliver on how we feel about our clients in a seamless and automated way that makes my team and business look great!”

Kevin Baker

Fitness Together

“Jamie and The Expressory are one of my most powerful assets as a small business owner. Client engagement beyond our direct service offering was a constant struggle in the past and we were failing to help show our appreciation for the amazing ways our clients support us, until I met Jamie and signed up for her services. Now my clients regularly tell me how much they love our beautiful and thoughtful cards. I have actually had stronger renewals from clients because they were touched by how much we actually cared about their lives outside of our studio. The Expressory is able to deliver on how we feel about our clients in a seamless and automated way that makes my team and business look great!”

Kevin Baker

Fitness Together

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