The holiday season is the perfect time to embrace the charm and authenticity of shopping small. When you choose to support small businesses, you’re investing in more than just products—you’re supporting dreams, craftsmanship, and creativity. Whether you’re looking for live wedding paintings, hand-painted ornaments, or one-of-a-kind gifts, thoughtful shopping makes all the difference. Here are 10 key questions to ask before you shop small to ensure your gifts are as meaningful as the people you’re shopping for.

1. Who’s Behind the Business?

Small businesses are often run by passionate individuals who pour their hearts into every creation. Take a moment to learn about the artist or maker behind the products. When you know the story, your purchase becomes even more meaningful.

>>>For example: I hand-paint each ornament and create live wedding paintings to capture timeless moments. My work is personal, and each piece reflects my love for storytelling through art.

2. Is the Product Handcrafted or Curated?

Shopping small often means finding products made by hand or carefully curated by the business owner. Ask if the item is crafted with love or hand-selected for its uniqueness.

Pro tip: My hand-painted ornaments are not just decorations—they’re heirlooms designed to be cherished for years.

3. What Makes This Gift Unique?

Consider the story behind the product. Is it something you can’t find anywhere else? Small businesses excel at offering exclusive, bespoke pieces that you won’t find in big-box stores.

4. What’s the Quality Like?

Small businesses ARE NOT Amazon. Quality matters. When you shop small, you often get better craftsmanship and attention to detail. Ask what materials are used and how the product is made to ensure it’s built to last. 

5. How Will the Packaging Reflect the Experience?

Small businesses often go above and beyond with thoughtful packaging that adds a special touch. Ask about the packaging to ensure the gift feels as beautiful on the outside as it is on the inside.

6. Is the Business Giving Back?

Many small businesses give back to their communities or support causes close to their hearts. Ask if a portion of sales goes to charity or if the business is involved in philanthropic efforts. As for me, that answer is 10% of all sales (art, live painting, and shop sales) is donated.

7. Can I Customize or Personalize the Gift?

Personalization makes a gift truly special. Ask if you can add a name, date, or custom message to make your purchase even more meaningful.

For example: all ribbons on our ornaments are custom, but if you want an EVEN MORE CUSTOM look – I got you. Grab a “Custom Monogram” at checkout.

8. What’s the Story Behind the Product?

Every small business product has a story. Ask about the inspiration, process, or meaning behind what you’re buying. Knowing the story adds depth and connection to your gift.

9. Can I Support the Business in Other Ways?

Supporting small businesses goes beyond purchases. Ask how you can help—whether it’s sharing their work on social media, writing a review, or subscribing to their email list.

10. Is There a Holiday Gift Guide?

Many small businesses create curated gift guides to make shopping easier. Ask if they have one to discover more unique, handcrafted options that fit your holiday list perfectly.

Ready to Shop Small?

Make this holiday season one to remember by choosing gifts that matter. Download my Holiday Gift Guide for inspiration and explore my Holiday Collection featuring hand-painted ornaments, fine art, and more.