Top Questions to Ask Before Starting a Website Redesign
If you’re here, chances are something doesn’t feel right about your website.
Maybe it looks outdated. Maybe your team avoids updating it because it’s clunky. Maybe traffic is flat, leads are down, or your competitors just launched something that makes your site feel… behind.
Or maybe you’ve already decided: it’s time for a website redesign.
But now you’re stuck with a different problem.
You don’t know what to ask.
And that’s where things can go sideways.
Because a website redesign isn’t just a design project. It’s a business decision that touches your marketing, sales process, and how customers experience your brand.
Ask the wrong questions (or skip them altogether), and you risk launching a site that looks better—but performs the same. Or worse, loses traffic, rankings, and momentum you’ve spent years building.
That’s not a small miss. That’s lost leads, wasted budget, and a team wondering why nothing really changed.
The good news? You don’t need to have all the answers. You just need to ask the right questions.
And that’s where we can help.
At media junction, we’ve been designing and building websites for over 25 years—long enough to remember what the early days of digital looked like, and long enough to know what actually works today.
As an award-winning HubSpot Elite Partner, we’ve guided hundreds of companies through redesigns that don’t just look good, but drive real growth.
In this guide, we’ll walk you through the most important questions to ask before (and during) a website redesign—covering strategy, content, SEO, technical details, and what happens after launch.
Think of it as your roadmap to a smoother process and a stronger outcome.
what are we actually trying to achieve with this redesign?
This is the question that sets the tone for everything else—and it’s often the one teams rush past.
It’s easy to say, “Our website feels outdated,” or “We need something more modern.” And those things might be true. But they don’t tell you what success looks like.
A redesign without a clear goal is like starting a road trip without a destination. You’ll move, you’ll spend time and money, but you might not end up anywhere meaningful.
Instead, take a step back and think about what your website needs to do for your business.
For some teams, it’s about generating more qualified leads. For others, it’s about helping the sales team close deals faster.
Sometimes it’s about clarifying messaging, improving user experience, or integrating systems that currently don’t talk to each other.
Your goal might be one of these—or a combination.
What matters is that you define it early.
Because once you know the outcome you’re working toward, every decision becomes easier. Page structure, design, content, functionality—it all ladders up to that goal.
A strong website doesn’t just sit there looking nice. It actively supports your marketing, sales, and customer experience.
That’s why thinking through how your website fits into your broader growth strategy is one of the most valuable steps in the entire process.
how do we determine the right page count for our website?
This question comes up in almost every redesign conversation, and it makes sense. Page count feels like something you should be able to define upfront.
But the truth is, there’s no “right number.”
The better question is: how much information does your audience need to feel confident taking the next step?
If your offering is simple, your site might be too. But if your sales process involves multiple stakeholders, longer decision cycles, or more complex services, your website needs to do more heavy lifting.
Think about how your buyers make decisions. What questions are they asking? What concerns do they have? What proof do they need before they trust you?
Your website should answer those questions clearly and in the right order.
Too few pages, and you leave gaps. Visitors leave with unanswered questions.
Too many pages, and you create noise. Visitors struggle to find what matters.
The goal isn’t to hit a number. It’s to create a structure that feels intuitive, complete, and easy to navigate.
what could derail a website redesign project?
Most people expect technical challenges during a redesign. But those usually aren’t the issue.
The real problems tend to come from inside the organization.
A redesign requires decisions, feedback, and collaboration. Without clear ownership, things stall. Without deadlines, content drifts. Without alignment, feedback becomes inconsistent.
One of the biggest challenges we see is content delays. It’s easy to underestimate how long it takes to write, review, and approve content—especially when multiple stakeholders are involved.
Another common issue is scope creep. A project starts with a clear plan, then slowly expands. “Can we just add this?” turns into five more features, a longer timeline, and a stretched budget.
None of this is unusual. But it does require awareness.
The teams that navigate redesigns best treat it like a priority project, not something to squeeze in between everything else. They assign ownership, stick to timelines, and make decisions when needed.
That’s what keeps momentum moving.
what happens to our existing content during a redesign?
Here’s the honest answer: not all of it should make the cut.
Most websites build up content over time. Service pages that no longer reflect what you offer. Blog posts tied to campaigns that ended years ago. Multiple pages covering the same topic in slightly different ways. It adds up quickly.
A redesign is your opportunity to step back and take a hard look at what’s actually worth keeping.
Instead of automatically migrating everything, it helps to sort your content into four simple categories:
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Keep it: High-performing pages that already bring in traffic, leads, or rankings. These are your strongest assets. Protect them.
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Improve it: Pages that have potential but need updates—maybe the messaging is outdated, the voice is off, the structure is unclear, or the information is thin.
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Combine it: If you have multiple pages competing for the same topic, merging them into one stronger, more comprehensive page often performs better.
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Remove it: Content that’s outdated, irrelevant, or no longer aligned with your business today.
Think of it like editing, not just moving. You’re refining your story, not just relocating it.
This step is especially important for SEO. When multiple pages compete for the same keywords, it can dilute your visibility in search results.
Cleaning that up through consolidation helps strengthen your authority around key topics and improve performance over time, as outlined in keyword cannibalization and content consolidation best practices.
But beyond SEO, this is really about clarity.
When your site is filled with outdated or unnecessary content, it creates friction. Visitors have to work harder to understand what you do. Your message gets diluted. And internally, your team ends up managing more than they need to.
Carrying everything over might feel easier in the short term. But in the long run, it makes your website harder to use, harder to maintain, and less effective.
A clean, focused site almost always performs better than one trying to hold onto everything it’s ever published.
what’s the best way to handle a content audit before redesigning?
A content audit might sound like a heavy lift, but it’s one of the most valuable parts of a redesign.
It gives you a clear picture of what’s working, what’s not, and where you have opportunities.
Start by looking at your top-performing pages. These are your strongest assets. They’re already bringing in traffic or conversions, so protecting and improving them should be a priority.
Then look at the rest of your content with a critical eye. Are there pages that haven’t been updated in years? Articles that no longer reflect your services? Multiple pages covering the same topic?
This is where you make decisions.
Some content will be worth updating. Some can be combined to create something stronger. And some can be removed entirely.
Done well, a content audit doesn’t just clean things up—it sets your new website up for better performance from day one.
how often should you update your website content?
One of the biggest misconceptions about websites is that they’re a one-time project.
Launch it, check it off the list, wash your hands of it. You're done.
In reality, the most effective websites are the ones that evolve over time.
Your business changes. Your audience changes. Search behavior changes. Your website should keep up.
That doesn’t mean constant overhauls. It means staying active and intentional—updating core pages as your services evolve, publishing content that answers real customer questions, and revisiting high-performing pages to keep them fresh.
Search engines reward this kind of activity. But more importantly, so does your audience.
When someone lands on your site and sees current, helpful information, it builds confidence. It signals that your business is active, paying attention, and invested in giving people the answers they’re looking for—not just what you wrote a few years ago.
Here’s where most businesses get stuck.
They adopt a “set it and forget it” mindset. The site launches, and then it sits untouched until the next redesign a few years later.
Instead, your website should be guided by data.
Once your site is live, your analytics start telling a story. Are people finding what they need? Are they staying engaged? Are they taking the next step?
Metrics like bounce rate, time on page, and conversions help you spot where things are working—and where they’re not.
From there, you can make smarter improvements. Maybe that means refining a page so it ranks better in search, or adjusting the layout and messaging to better guide visitors through their journey.
This is where SEO and conversion optimization work together. One brings people in, the other helps them move forward.
You don’t need to update everything all the time. But you should be reviewing performance regularly and making small, meaningful improvements.
Because over time, those small changes are what turn your website into a real growth tool.
will I get a blog with my website? Should I?
Most modern websites include a blog. But whether it becomes valuable depends on how you use it.
A blog shouldn’t be a place where ideas go to sit. It should be a place where your expertise shows up.
Think about the questions your customers ask during sales conversations. The concerns they bring up. The comparisons they’re trying to make.
Those are your blog topics. Nearly every question your buyers ask is a potential article to post on your site.
When your content directly addresses those questions, it does two things:
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It helps people find you through search
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It helps them build trust with you once they do
That’s where blogging becomes powerful—not as a content checkbox, but as a way to guide and educate your audience.
how will you handle redirects (301s, 404s, etc.)?
This is one of those behind-the-scenes details that has a big impact.
When your website changes, your URLs often change with it. Without a plan, those old links lead nowhere.
Imagine someone clicking a bookmarked page or a search result, only to land on a dead end. It’s frustrating—and it sends a signal that something’s broken.
That’s where redirects come in.
A 301 redirect tells browsers and search engines, “This page has moved—here’s where to go instead.”
Handled correctly, redirects preserve your SEO value and keep users moving smoothly through your site.
Handled poorly, they can lead to traffic drops and lost rankings.
It’s not the flashiest part of a redesign, but it’s one of the most important to get right.
will our SEO rankings be affected during a redesign?
It’s a fair concern—and the honest answer is yes, they can be.
A website redesign usually means you’re changing a lot at once. Your page structure may shift. URLs may change. Content may be rewritten, combined, or removed. Internal links may point to new places.
Even if every change is intentional, search engines still need time to process what happened.
We like to explain it this way: a redesign is a little like shaking a snow globe.
For a while, everything is floating around. Google has to crawl your updated site, sort through the changes, understand your new structure, process redirects, and reassess how your pages should appear in search results. It takes time for everything to settle.
That’s why some short-term ranking movement is normal after a redesign.
Google’s own guidance on site moves explains that when URLs change, you should prepare redirects, update internal links, submit sitemaps, and monitor Search Console to help minimize negative impact on search performance.
Google has to recrawl and reprocess your updated website before things fully stabilize.
But movement doesn’t automatically mean something is wrong.
A well-planned redesign is built to protect and improve your long-term performance. That means keeping high-value content intact, mapping redirects carefully, preserving important metadata, and maintaining a clear structure that both users and search engines can understand.
So yes, your SEO may feel a little unsettled after launch. But when the changes are strategic—better content, cleaner navigation, stronger technical setup, and a better user experience—the goal is for rankings and traffic to come back stronger over time.
The snow globe settles. And when the work is done right, the picture inside should look a whole lot better.
what platform should our new website be built on?
This decision affects more than just your website. It shapes how your team works with it every day.
A good platform makes it easy to update content, launch new pages, and connect your marketing tools. A poor one creates friction, slows things down, and often leads to a site that gets ignored after launch.
This becomes especially important if your goal is to stay active with your website over time. You don’t want to rely on a developer every time you need to make a small update. You want a system your team can actually use with confidence.
Platforms like WordPress offer flexibility and a wide ecosystem of plugins, which can be a great fit depending on your needs. On the other hand, platforms like HubSpot CMS are built with marketing, sales, and service in mind—bringing your website, CRM, automation, and reporting into one connected system.
And that’s really the bigger shift to think about.
Your website shouldn’t live on an island. It should be part of a larger digital system that helps you attract visitors, convert leads, and support your team behind the scenes.
That’s why thinking about how your website integrates with your CRM, marketing automation, and reporting tools is such an important part of the decision.
Because the right platform doesn’t just support your website—it supports how your business grows.
what does the website redesign process actually look like?
Knowing what to expect can make the entire experience feel more manageable.
While every project has its nuances, most successful redesigns follow a structured path. It typically starts with discovery and strategy—getting clear on your goals, audience, and what success looks like.
From there, you move into planning, where sitemap development and user flow take shape. Then comes design, where your brand and messaging come to life visually, followed by development, where everything is built and brought together.
Content integration is where many projects either gain momentum or stall, which is why it’s such a critical phase. Finally, everything is tested before launch to ensure your site functions smoothly across devices and browsers.
Each phase builds on the last. When done well, it creates a steady, predictable rhythm that keeps the project moving forward.
At media junction, we break this down even further to create clarity at every step, ensuring nothing gets overlooked in the process. You can see a deeper breakdown of how a structured website redesign process works from start to finish.
When the process is unclear, everything feels reactive. Timelines slip. Expectations get misaligned.
Clarity upfront keeps everyone aligned—and that’s what leads to better outcomes.
how long does a website redesign take?
Most website redesigns take between three and six months, depending on scope.
But timelines aren’t just about how complex your site is—they’re about coordination.
A smaller site with clear goals, ready content, and quick feedback can move surprisingly fast. On the flip side, even a simple project can stretch out if content is delayed, decisions take too long, or priorities shift mid-project.
That’s why it helps to think of the timeline as shared. It’s not just about how fast your agency works. It’s about how both teams show up throughout the process.
Content is often the biggest variable. Writing, reviewing, and approving content takes time—especially when multiple stakeholders are involved. Feedback cycles can also add up if expectations aren’t aligned early.
A structured process helps keep things moving. When each phase is clearly defined, it’s easier to stay on track and avoid surprises.
At the end of the day, a realistic timeline isn’t about rushing. It’s about creating enough space to do the work well—so your website launches strong, not just fast.
how do we announce a new website launch?
A new website is a moment worth sharing.
You’ve invested time, energy, and resources into improving your digital presence—don’t let that moment pass quietly. A launch is your opportunity to reintroduce your brand, highlight what’s changed, and give your audience a reason to come back and explore.
That doesn’t mean you need a massive campaign. It just needs to be intentional.
Start with the basics. Announce it to your email list. Share it across your social channels. Let your customers and prospects know what’s new and how it benefits them.
You can also bring your internal team into it. Equip your sales team with simple talking points so they can naturally introduce the new site in conversations. If you’ve improved navigation, added helpful resources, or clarified your messaging, those are all things worth calling out.
If you want to take it further, you can build a small campaign around it—highlighting new features, spotlighting key pages, or even repurposing content into social posts or videos.
HubSpot offers a helpful breakdown of how to plan and promote a website launch effectively if you’re looking for ideas to expand your reach.
It doesn’t have to be complicated. But it should be intentional—because a strong launch sets the tone for everything that follows.
what happens after the website goes live?
Launch day gets a lot of attention, but it’s really just the beginning.
Once your site is live, you move from planning to learning. This is where real user behavior starts to shape your next decisions.
You’ll begin to see how people interact with your site. What they click. Where they spend time. Where they leave. Which pages perform—and which ones fall short.
This is where ongoing optimization comes in.
Instead of guessing what to change, you can use data to guide your decisions. Maybe a key page isn’t converting as expected. Maybe a blog post is driving strong traffic but not leading anywhere. These are opportunities to refine, adjust, and improve.
According to best practices for conversion rate optimization and continuous improvement, small, consistent updates based on user behavior can lead to meaningful gains over time.
The teams that see the best results treat their website as a living system, not a finished product.
They revisit content. They test ideas. They make incremental improvements.
Because over time, those small changes compound—and that’s what turns a good website into a high-performing one.
how do we update our website after launch?
This is where many redesigns quietly fall short.
A beautiful website launches… and then nothing changes.
Not because the team doesn’t care, but because updating the site feels difficult, time-consuming, or dependent on someone else. Over time, small updates get delayed, content becomes outdated, and the site slowly loses its effectiveness.
Your website should be something your team can actively use—not something they avoid.
That means being able to update text, add pages, publish blog posts, and make small improvements without jumping through hoops or submitting tickets every time. The easier it is to use, the more likely your team is to keep it current.
This is where platform choice and training really matter. A well-built site should come with clear guidance and support so your team feels confident making updates on their own.
Because the goal isn’t just to launch a great website. It’s to maintain one.
When your team has control, your website stays aligned with your business. It evolves as you evolve—keeping your messaging fresh, your content relevant, and your digital presence working the way it should.
ready to take the next step in your website redesign?
By now, you’re not just thinking about a redesign—you’re thinking about it differently.
You understand that a website isn’t just a design project. It’s a system that supports your marketing, your sales process, and how your customers experience your brand. You know the right questions to ask, what pitfalls to avoid, and what it takes to build something that actually performs—not just looks good.
That’s a big shift.
Because most redesigns don’t fail due to lack of effort. They fall short because the right conversations never happened at the start.
Now, you’re better equipped to lead those conversations. To ask smarter questions. To make more confident decisions. And ultimately, to build a website that works for your business—not against it.
If you’re still exploring your options, a great next step is to go deeper. Our ultimate guide to a website redesign walks through the entire process in more detail—from planning and budgeting to choosing the right partner and setting your project up for success.
And when you’re ready to take action, we’re here to help.
Whether you’re just starting to plan or already evaluating partners, our team can help you think through your goals, your challenges, and what the right solution looks like for your business.
Request a consultation and let’s start building a website that actually drives results.
Written by:
Kevin PhillipsMeet Kevin Phillips, your go-to expert for making digital content that gets noticed. With a decade of experience, Kevin has helped over 150 clients with their websites, messaging, and marketing strategies. He won the Impact Success Award in 2017 and holds certifications like Storybrand and They Ask, You Answer. Kevin dives deep into content creation, helping businesses engage customers and increase revenue. Outside of work, he enjoys snowboarding, disc golf, and being a dad to his three kids, blending professional insight with a dash of humor and passion.
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