If you've started looking for a web designer in Winnipeg, you've probably already noticed that the options range pretty widely — from solo freelancers to small agencies to offshore shops with a local-sounding name and a Manitoba area code. The work can look similar on the surface. The experience of working with them, and what you're left with afterward, usually isn't.
This isn't a post about why you should hire me. It's an honest rundown of what to actually look for, what questions to ask, and how to think about the platform decision — because getting that wrong early costs more to fix later than the original build did.
Questions worth asking any web designer before you hire them
Can I see work you've done for businesses similar to mine?
A portfolio is a starting point, not a proof of fit. What you're really looking for is whether the designer has built something close to what you need — a service business site, a Shopify store, a content-heavy site — and whether that work holds up when you actually use it on a phone or a slow connection. Click through it. Read it. If it doesn't feel right as a visitor, it probably won't feel right as a client either.
Who actually does the work?
Some agencies present as a local Winnipeg shop but route the work offshore the moment you sign. That's not always a dealbreaker, but you should know it's happening. Ask directly: who will be designing and building my site? If the answer is vague, or involves "our team" without specifics, keep asking. You want to know whose hands are on your project.
What does handoff look like — and what happens when something breaks?
The build is only half of it. What you're handed at the end, and whether you can actually use it without calling someone every time you need to change a phone number, matters just as much. Ask what you'll be able to update yourself, what ongoing support looks like, and what they charge for it. Some designers build on platforms that require them for every change — by design. That's not in your interest.
Do you write copy, or do I need to provide it?
A lot of projects stall here. The designer is waiting on copy, the client doesn't know where to start, and the timeline quietly doubles. Know going in whether copy is included, and if not, whether the designer can at least help you structure what you need to write. A good designer has done this enough to give you a starting framework even if wordsmithing isn't their core service.
What are the red flags?
A few things worth being wary of: designers who won't give you a straight answer on price until they've had three discovery calls; anyone who quotes you a monthly fee to "host and maintain" a site without clearly explaining what's included; proposals that arrive with a platform recommendation before they've understood your business; and anyone who builds your site on their own proprietary system that only they can access or update. That last one is a trap that's harder to get out of than it sounds.
Which platform actually fits your business?
Platform choice is the decision most clients get the least input on, because most designers have a preferred tool and will quietly steer you toward it. Here's an honest breakdown of the three you'll most likely encounter — and when each one actually makes sense.
Shopify — if you're selling products
If you're running an ecommerce store, Shopify is genuinely hard to beat for most small and mid-sized businesses. The checkout is battle-tested, the app ecosystem covers most things you'll need without custom development, and the admin is manageable by a non-technical owner. It's a subscription platform — you'll pay monthly — but for a product business that's a reasonable tradeoff for what you get out of the box. The ceiling is high enough that most Winnipeg retailers won't hit it.
Where Shopify falls short: if your business is primarily service-based and you're trying to wedge it into an ecommerce platform just to use the CMS, it's the wrong fit. Don't pay for what you don't need.
WordPress — only if you genuinely need to publish content yourself
WordPress powers a huge share of the web, and there are legitimate reasons for that. If your business model depends on regularly publishing your own content — news, blog posts, course material, job listings — and your team needs to do that without involving a developer every time, WordPress gives you that flexibility.
That said, I'll be direct: I steer most clients away from WordPress unless content self-publishing is a real requirement, not just a vague "maybe someday" on the brief. WordPress installations require regular plugin updates, theme updates, and security monitoring. When those things get ignored — and they often do on small business sites — you end up with a site that's been defaced, injected with spam links, or simply broken by an update that nobody caught for three months. The attack surface is large because the platform is so widely used. A well-maintained WordPress site is fine. An unmaintained one is a liability. And in my experience, most small business owners don't have the bandwidth to maintain it properly, which isn't a criticism — it's just reality.
If content publishing is genuinely important to you, we can make WordPress work safely. But be honest with yourself about whether you'll actually post regularly, or whether the CMS is solving a problem you don't really have.
Custom / hand-coded — when you need something that fits exactly
A custom-built site — hand-coded HTML, CSS, and PHP or similar — isn't the right choice for everyone, but it has real advantages for the right business. There's no bloated plugin stack, no platform subscription, no update treadmill, and nothing in the codebase that isn't there on purpose. Load times are typically faster. Security is simpler to control. And the design isn't constrained by what a theme can do.
The tradeoff is that making content changes usually requires someone who can edit code — which means you either need a developer relationship for updates, or you keep the content relatively stable. For a lot of service businesses, that's actually fine. Your phone number, your services, and your contact form don't change every week. A well-built custom site can serve you for years with minimal maintenance.
This is the approach I use for most of my own client sites at Rocket Science Designs, and it's what this site runs on. It's not the right answer for every project, but it's the honest answer for a lot of them.
The short version
Ask to see real work. Find out who's actually building it. Understand what you'll own and be able to manage when the project ends. And choose a platform based on what your business actually does — not what sounds most impressive or what the designer happens to know best.
If you're a Winnipeg business owner trying to figure out whether a new site makes sense, or whether your current one is working against you, I'm happy to take a look and give you a straight answer. No sales call required to start the conversation.