Vintage or just old fashioned?

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Layflat vintage denim jeans with the Andiamo ampersand logo on the label.

How Do You Know When It’s Time to Rebrand Your Small Business?

Did you ever luck into the perfect pair of jeans?  One of those moments when you weren’t even shopping for jeans that day, but tried them on anyway and they looked awesome on you – like a miracle. Plus – they were on sale! Wow! I’ve had that happen. I wore the heck out that pair of jeans of for a couple seasons – and they elevated every outfit I paired them with. Eventually though, despite the fact that they’re still technically fine, suddenly I stopped wearing them so much. They didn’t give me that same feeling. Has this ever happened to you? 

Now – think about your brand. Your logo, the palette, the tone of your messaging, the fonts you chose so carefully. Do they still feel fresh and awesome and wearable? Are you still excited to display your brand?  If you’re answer is not a resounding yes, then read on.

Let’s be honest—most small business owners don’t roll out of bed thinking, “You know what sounds fun? A full rebrand!” It can feel like a big project. But sometimes it’s exactly what your business needs to stay current, attract the right people, and get you excited about your work again.

So how do you know when it’s time to refresh your brand and bring it up to date?

Here are five telltale signs:

1. You’ve Outgrown Your Old Look (and Feel)

Remember when you started your business and scrawled your first logo idea on a notepad at 2 a.m.? It looked great at the time, but your business has evolved, and your branding should too. If your visuals, messaging, or website no longer reflect your current level of professionalism, it’s time for an update. Think of it as retiring those old jeans and finding something that fits you now.

2. Your Brand Feels… Inconsistent

If your Instagram looks like one business, your website another, and your print materials a third, it’s rebrand time. Consistency builds trust. When your brand feels mismatched, customers can sense that disconnect. A rebrand pulls everything together — your logo, color palette, voice, and visuals — so your business looks sharp and confident across every platform.

3. You’re Not Attracting the Right Customers

If you keep hearing from clients who aren’t the right fit — too small, too big, or just not your vibe — it might be your brand sending mixed signals. A solid rebrand helps you refine your message, visuals, and tone so you’re connecting with your people. Like an update to your wardrobe, time to start turning heads for all the right reasons.

4. The Market Has Shifted (and You Haven’t)

Trends, technology, and customer expectations move fast. What looked fresh a few years ago might now feel a little stale. If your competitors have evolved and your brand still looks like it did when you first launched, it’s time to catch up. A rebrand doesn’t mean ditching your roots, it means modernizing your style so you stay relevant and recognizable.

5. You’re Just Not Feeling It Anymore

If your brand no longer excites you, it’s probably not inspiring your audience either. Maybe your colors feel flat, your logo feels tired, or your website just isn’t doing it for you anymore. When that spark’s gone, a rebrand can reignite your energy and remind you why you started this business in the first place.

Recent branding projects

Andiamo specializes in branding small businesses. Below are samples of recent projects, or view the full branding portfolio.

Primary brand mark - script font with the cross of the "T" curved to look like the top of a cocktail glass.

Brand Design for MockTale App

Vacant to Vibrant logo for Lincoln Park Chamber of Commerce.

Branding for Neighborhood Improvement

Mil Town Flamingos logo featuring a saxophone with the top fashioned into the neck and head of a flamingo.

Branding for the Mil Town Flamingos

So, what's next?

If any of this sounds a little too familiar, it might be time for a brand glow-up. A modern logo, a website that actually feels like you, and print materials you’re proud to hand out—those can make all the difference.

That’s where I come in. I help small businesses like yours refresh their branding, build smart, beautiful websites, and create print materials that tie it all together seamlessly. When you’re ready to ditch the outdated look and step into a brand that’s stylish, cohesive, and totally current—let’s chat.

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