Tiny Santas in Training by Teaching Gift-Giving

Gift-giving is one of my favorite pastimes—an opportunity to be creative and thoughtful while also chasing deals. In a season bursting with wish lists, twinkly lights, and the ever-present sound of Jingle Bells, I’m on a mission to teach my kids the joy of good gift-giving. Over the years, I’ve grown to love the thrill of finding that just-right gift. Thanks to online shopping, I can chase that thrill in my pajamas without leaving the comfort of my couch. But I know not everyone enjoys it—gift-giving can feel as overwhelming as assembling a Barbie Dreamhouse on Christmas Eve.

I have two beginner gift-givers this year, and creating tiny Santas out of my crew is not without its challenges. My four-year-old has pitched the idea of a skateboard as a grandparent gift, and my six-year-old is easily distracted by his own shopping interests. It’s hard for him to imagine gifts that don’t also belong on his own wish list.

But with prompting, we’re moving in the right direction. For each person on our list, we’re brainstorming what makes them special. What’s their favorite color? Do they like dogs or cats? Can they name every player on the Cubs roster? We’re also talking about shared memories. Last year, my mom took the boys to a monster truck rally—complete with giant pretzels and loud cheers for Grave Digger. That afternoon has become the gold standard as we think about gifts of experiences and the opportunity to create memories together.

Giving a good gift is not about the money spent. It’s about the thought and effort that goes into it. Whether a simple homemade card or a carefully selected item, the hope is that the gift will make the receiver feel seen, understood, and loved. So, we’re working to connect the emotions behind the gift to the item itself. My oldest understands that his brother likes Dude Perfect, his dad likes the Cubs, and his teacher likes Wicked. Now, we’re working to verbalize the loving thoughts behind the gifts. “I chose this gift because I thought it would make you happy.” I hope to spark creativity and generosity and instill a sense of pride for a well-done job.

At the end of the day, I’m attempting to teach more than how to wrap a box (though let’s be honest, my tape-wielding six-year-old could use that lesson). I want to nurture kindness, empathy, and the simple joy of sharing love through a thoughtful gift. I want my little boys to be future stocking fillers, relishing the thrill of the hunt and the opportunity to show their love.