7 Questions Every Squarespace Designer Should Ask Themselves
If you’re a Squarespace designer, you’ve likely spent countless hours honing your craft.
We can spot spacing errors from a mile away. We can build clean layouts fast. We can troubleshoot the weird stuff.
And still… it’s easy to feel stuck in a loop.
Client work. Revisions. Another project. Another launch. Another “we should really…” that never gets addressed.
Here’s the good news.
A lot of the growth we’re looking for isn’t hiding out in some brand-new strategy.
It’s usually already inside the business.
In our best projects. Our strongest relationships. The parts of our process we do without thinking. The results clients thank us for, but we never turn into proof.
Below are 7 diagnostic questions to help you step back, take a fresh look at what you already have, and spot where money (and freedom) is being left on the table.
If you want a companion piece that goes deeper on this idea, read: Why Your Best Work Stays Hidden (and How to Finally Get it Out).
1. What Does My Business Really Look Like Right Now?
Before you scale, pivot, or “optimize,” we need an honest snapshot of how the business is actually operating.
Most of the time we’re too busy doing the work to notice what’s working, what’s leaking, and what patterns keep repeating.
Ask Yourself
- How would I describe a typical client project from start to finish?
- What’s the single best experience I’ve had with a client—and what made it so great?
- How do my clients usually describe what I do for them?
- Where do my clients primarily come from—referrals, social media, SEO, partnerships?
Action Step
Write the answers down.
Not the polished version. The real version.
Seeing it on paper has a way of revealing blind spots—and also showing you the strengths you’ve been standing on without naming.
If your gut keeps saying “the work is good but the numbers aren’t moving,” this connects to: “The Work Is Good. The Number Isn’t Moving.”
2. Which Relationships Do I Lean On Most—and How Am I Nurturing Them?
A lot of “marketing” is really relationship stewardship.
Past clients. Collaborators. People who refer you. People who trust your judgment and put your name in rooms you’re not in.
The trap is we only reach out when we need something right now.
That’s how relationships go quiet.
Ask Yourself
- Who are the 2–3 most valuable connections I have (clients, colleagues, mentors)?
- How did these relationships start, and what opportunities have they opened for me?
- Do I keep in touch and add value consistently—or only when a project ends?
Action Step
Pick one high-value relationship and check in.
No pitch.
Just a real note. A useful resource. A “how’s it going?” that’s actually sincere.
This is how you stay top-of-mind without becoming a content machine.
3. Have I Clearly Identified My Core Process—or Is It All in My Head?
A repeatable process is one of the biggest business assets we have.
It sets expectations.
It makes projects smoother.
It helps clients feel safe.
And it can be packaged into higher-value offers, retainers, templates, or even products.
But if the process only lives in your head, it can’t do any of that.
Ask Yourself
- Do I have a defined framework for every project (onboarding, discovery, design, build, launch)?
- Have clients ever been surprised by a step I take for granted?
- Could I turn the tasks I repeat into a checklist or template?
Action Step
Document your process.
Start simple.
Just outline the phases and what happens in each.
You may realize your “normal way of working” is actually the thing you can package into a clearer offer.
Related: Doing the Work vs Moving the Work
4. What Emotional Outcomes Do My Clients Actually Want—and Am I Selling Those?
People rarely buy “a Squarespace website” for the website.
They buy relief.
Confidence.
Credibility.
A sense of being ready.
They buy the feeling of finally having a home for their business that matches what they’re building.
If we only sell the deliverable, we miss the real why.
Ask Yourself
- When clients finish a project with me, what feelings do they describe—relief, clarity, excitement?
- Have I heard: “This took a weight off my shoulders” or “Now I feel confident to market”?
- Do my proposals, website copy, and sales calls speak to those outcomes?
Action Step
Go through your testimonials and highlight every time a client mentions a feeling.
Relief. Certainty. Ease. Momentum. Pride.
That language is marketing copy you don’t have to invent.
It’s already yours.
Related: The Discovery Call Is a Filter, Not a Pitch
5. Where Am I Losing Time, Money, or Energy?
We normalize leaks.
Scope creep. Underpricing. Endless revisions. “Quick favors.” Disorganized onboarding.
But those leaks compound.
They eat profit, time, and attention—until the business feels heavier than it should.
Ask Yourself
- Which parts of a project always drag longer than I estimated?
- Where do I keep adding extras because I’m afraid the client will walk?
- Which tasks do I dread because they’re repetitive or chaotic?
Action Step
Identify the biggest culprit and fix one thing.
A revision policy.
A paid discovery step.
A clearer scope boundary.
A stronger onboarding checklist.
One adjustment that immediately reduces friction.
If this question hits hard, read: Why You’re Capped (Even If You’re Busy)
6. Am I Willing to Shift How I See My Value?
If we see our work purely as a skill, we stay trapped trading hours for dollars.
But the real value isn’t the time it takes to move blocks around.
It’s the outcome the client gets because we know what to do, what to ignore, what matters, and what order things need to happen in.
That shift changes pricing, packaging, and confidence.
Ask Yourself
- Do I price based on hours—or impact?
- Am I selling “a website,” or a faster path to credibility and traction?
- What would it look like to fully own my expertise and ask to be paid accordingly?
Action Step
Run one small experiment.
Price the next project from the outcome and responsibility, not your internal hour estimate.
See how it changes the conversation.
Related: The Right Client Changes the Price
7. What’s My Next Best Step to Grow—Without Working More Hours?
Growth isn’t always more projects.
Sometimes more projects just means more stress.
The better move is leverage—turning what you already do into something that compounds.
Higher-value offers.
Productized add-ons.
A paid diagnostic.
A better proof system.
Partnerships.
A template shop that has an actual path to buyers.
Ask Yourself
- If I fully trusted my method, what new offer would I create?
- What underused skill, template, or strategy could I package and sell?
- What’s one high-value lever that could increase revenue per client?
Action Step
Pick one lever and build the smallest version of it.
A fixed-price add-on for a recurring request.
A paid “before the build” strategy session.
A mini-audit.
A simple product.
Start there. Let it prove itself.
Related: How This Freelancer Turned His Technical Skills Into a System That Scales
Ready to Dig Deeper?
If working through these questions sparked something—or made you realize there’s value sitting inside your work that you haven’t converted yet—good.
That’s the point.
Most of us are too busy delivering great work to see the business clearly.
Sometimes you just need a second set of eyes to help you spot the asset, name it, and decide what to do next.
If you want help finding the hidden leverage inside your current business, start here:
- Why Your Best Work Stays Hidden (and How to Finally Get it Out)
- Or book a call and we’ll look at what’s already in motion—and what wants to become an asset.
