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Branding and Brand Strategy for Growing Companies

Branding and Brand Strategy for Growing Companies

Branding for Restless Companies and Driven Entrepreneurs

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Rebranding challenges shown on an iPhone

The 5 Biggest Rebranding Challenges And How to Overcome Each One

Reading Time: 6 minutes
Rebranding challenges shown on an iPhone

Every brand, at some point, faces a rebrand. Some see it coming. Others get blindsided by it. But after 30 years working as a specialist on rebrands across industries, what I’ve found is this: the visual work is never the hard part.

The hard part is what comes before the visual work – the five challenges that, if left unaddressed, will turn your rebrand into an expensive exercise in futility.

Most companies are dealing with two or more of these simultaneously. Almost none of them know it going in.

Here’s what they are, why they happen, and what it actually takes to overcome them.

Which of These Rebranding Challenges Are You Struggling With?

  1. Being pigeonholed into a certain category or perceived value? 
  2. Dealing with market misconceptions about what you do or sell?
  3. Stuck with old, outdated impressions that remain despite all your efforts?
  4. Not knowing what you want and need to convey and, most importantly, to whom?
  5. Doing the same old things just because that’s the way we’ve always done them?

At the end of the article, I outline these challenges in a short video.

Challenge 1: Being Pigeonholed

Every brand risks becoming a prisoner of its own category. You get known for one thing, and suddenly that’s all the market thinks you offer – regardless of what you actually do.

This isn’t just a perception problem. It’s a revenue ceiling. When customers mentally file you into a narrow box, they stop considering you for anything outside it. They don’t ask. They don’t explore. They just assume.

The classic example: Dunkin’ Donuts. For decades, the name said one thing: donuts. But their actual revenue opportunity was in beverages and breakfast. The “Donuts” in their name was actively limiting their market. Their solution wasn’t subtle – they dropped “Donuts” entirely and became simply “Dunkin’.” The rebrand signaled a category expansion without abandoning their loyal base.

The question to ask: Are customers using your brand name as a synonym for a narrow category? If someone says “we need a [your brand]” – what do they mean by that? If the answer is smaller than what you actually offer, you’ve been pigeonholed.


Challenge 2: Market Misconceptions

This one is more dangerous than being pigeonholed, because at least with pigeonholing, people know what you do – they just underestimate the scope. With misconceptions, they think they know what you do, and they’re wrong.

Old Spice is the textbook case. For generations, it was “your grandfather’s cologne.” That wasn’t a neutral perception — it was actively repelling an entire demographic. The product hadn’t changed. The quality hadn’t declined. But the market had built a story around the brand that had nothing to do with reality.

Their response was radical: instead of correcting the misconception gently, they burned the old image down entirely. The “The Man Your Man Could Smell Like” campaign didn’t say “we’re not your grandfather’s cologne.” It showed something so unexpected, so completely at odds with the old perception, that the misconception couldn’t survive contact with it. Sales jumped 350% within six months.

The question to ask: What do people think you sell – and where does that story diverge from the truth? The gap between perception and reality is exactly where your rebrand needs to live.


Challenge 3: Outdated Impressions

This is different from a misconception. With a misconception, people have the wrong idea about what you do. With outdated impressions, people had the right idea – it’s just frozen in time. They knew you, formed an opinion, and stopped updating it. Meanwhile, you evolved. They didn’t notice.

Burberry lived with this problem for years. In the early 2000s, the brand had been co-opted by a subculture that clashed violently with its luxury positioning. The iconic plaid pattern became associated with football hooligans and counterfeit goods. Their existing customers (the ones who remembered Burberry as a British heritage luxury brand) were still there. But a loud, visible misconception had calcified around the brand.

Their rebrand wasn’t about changing what Burberry was. It was about aggressively reasserting what it had always been. They pulled the plaid from most of their products, repositioned their price points upward, cast fresh creative talent, and leaned into the British heritage angle with modern execution. They didn’t apologize for the past – they simply made the present so compelling that the old impression couldn’t compete.

The question to ask: When did your most important customers last genuinely update their opinion of you? If the answer is more than three years ago, you have an outdated impression problem – whether you know it or not.


Challenge 4: Not Knowing What You Want to Convey or Who You’re Saying It To

This is the one that kills rebrands from the inside. A company decides it’s time to refresh, hires an agency, approves new colors and a new logo, launches – and nothing changes. Not because the execution was poor. Because nobody answered the hard questions before the work started.

What exactly are we saying? To whom? Why would they care?

Without those answers, a rebrand is just a cosmetic update. You get a new face on the same unclear message, delivered to the same undefined audience. The market shrugs because nothing actually changed in the thing that matters – the meaning.

Weight Watchers is a painful example of this. They rebranded to “WW” in 2018, dropping the word “Weight” to shift from diet culture to wellness. The intention was right. But the execution revealed they hadn’t fully answered who their new audience was or what they were actually now saying.

Existing members felt alienated. New audiences didn’t understand what WW stood for. The brand sat in no man’s land between two audiences, clearly belonging to neither.

The result? The stock dropped over 70% in the year following the rebrand.

The question to ask: Before you change anything visual, can you finish these two sentences with total clarity? “We exist for people who…” and “The one thing we want them to believe about us is…” If those sentences take more than 30 seconds to answer, you’re not ready to rebrand yet.


Challenge 5: Doing Things the Way They’ve Always Been Done

This is the quietest of the five challenges, and the most common. It doesn’t announce itself. There’s no crisis, no market misconception, no outdated impression you can point to. There’s just inertia – the slow, invisible gravity of “this is how we do it here.”

It shows up in meetings as “our customers expect this.” It shows up in budget conversations as “we’ve always allocated it this way.” It shows up in brand reviews as “let’s not change too much.” And it is, without question, the most dangerous challenge of all – because it feels like stability while the market moves on without you.

Kodak didn’t fail because photography died. They failed because the people inside Kodak kept doing things the way they’d always been done, even as digital photography – which Kodak itself invented – made their core business obsolete. The inertia wasn’t ignorance. It was comfort. And comfort, at scale, becomes a competitive liability.

The signal to watch for isn’t dramatic. It’s the phrase “that’s just not how we do it.” Every time that sentence appears in a conversation about your brand, ask one follow-up question: why? Not to be disruptive for its own sake – but because the answer to “why do we do it this way” should never be “because we always have.”

Why Most Companies Face More Than One of These

Here’s the part nobody tells you going in: these five challenges rarely show up alone.

A brand that’s been pigeonholed usually also has outdated impressions. A company that doesn’t know what it wants to convey almost always has misconceptions in the market as a result. Inertia accelerates all of them.

That’s what makes rebranding genuinely difficult. It’s not a logo problem. It’s a clarity problem, a perception problem, and a courage problem – often all at once.

The brands that get it right don’t start with “what should our new look be?” They start with “which of these five challenges are we actually solving?” The visual work follows from that answer. Not the other way around.

After 30 years of rebrands, the one thing I can tell you with certainty: the companies that skip this diagnostic work don’t just get bad rebrands. They get expensive rebrands that change nothing.

Ready to Identify Which Challenges You’re Facing?

If you recognized your company in one or several of these challenges, the next step isn’t hiring a designer. It’s getting honest about what you’re actually dealing with.

That’s exactly what a Brand Intervention is built to do.

You can also start with the 24 questions every company should answer before beginning a rebrand.

Related articles:

How to Attract the Right Buyer in the Most Expensive Neighborhood

How Does a Commodity Become a Must-have Brand?

How to Instantly Nail the Emotional Sweet Spot of your Customers

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For over 30 years, David Brier has worked with large and small companies and startups that refuse to blend in and want — not only a brand that has something to say but — a brand that demands to be heard: to defy gravity and rise above the noise. Read More…

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