What’s worth knowing in the Squarespace world.
For designers, developers, and people building businesses around Squarespace.
Doing the Work vs Moving the Work
I was talking to a developer who had become the person people called when their Squarespace site broke.
Every month looked the same. Full calendar. Constant messages. A pile of small retainers and random fixes. Revenue was decent, but flat.
He wasn't lazy. He just kept saying yes to whatever was next.
When I asked what kind of work actually moved the number, he answered fast.
WordPress to Squarespace migrations.
Those projects were bigger, cleaner, and better scoped. The clients were more serious. The work had somewhere to go.
But if you looked at his site, you wouldn't know that.
It was buried under generic language about custom design and development. The thing that was working best in his business barely had a shape.
That's when the real question showed up.
Not how do I get more clients.
How do I make the work that's already working do more of the lifting?
Because doing the work and moving the work are not the same thing.
Doing the work is what gets most freelancers to a solid income. You get the project, you deliver it, you get paid, and then you go find the next one.
Moving the work is when a good project leaves something behind.
A clearer offer. A sharper sales conversation. A case study. A process you can name. Something that makes the next sale easier.
That developer didn't need a reinvention. He needed a better container for the thing that was already pulling hardest.
So he gave the work a clearer shape. He made it visible. He stopped burying the part of the business that was already working.
Nothing about his skill changed. What changed was what the work could do after the project ended.
The right clients could see it faster. Conversations started in a better place. Projects came in cleaner.
A lot of designers never make this shift because doing the work is rewarded so early.
You finish the project. People are happy. Referrals come in. The calendar fills up.
It works well enough that you never stop to ask whether the work is actually building anything for you.
Usually that question shows up later.
When revenue flattens. When you've gotten better. When the business hasn't changed with you.
That's when you realize the issue isn't effort.
The work keeps ending when the invoice is paid.
Nothing gets carried forward.
Doubling usually doesn't come from doing twice as much.
It comes from getting more out of the work you already do well.
When a good project starts leaving something behind instead of disappearing into the archive, the business starts to build.
If your best work keeps ending when the project ends, that's worth looking at.
That's part of what we're getting into on March 25.
How to Finally Work on Your Own Business (Without Dropping Client Work) https://us02web.zoom.us/meeting/register/osFH5v5LRiypMC79NreYXg
Do You Actually Have Room to Double?
When I hit my own ceiling, I assumed the answer was more marketing — more visibility, more leads, more activity.
But when I looked closer, it wasn’t really a lead problem.
Part of it was outside the business. I wasn’t in the best flow of demand for what I wanted next.
Part of it was inside the business. It wasn’t built to hold 2x cleanly even if it showed up.
That changed how I think about doubling.
There has to be room around you. Then there has to be room inside what you’ve built.
Start outside the business.
Can you actually see the next version of your clients? Not vaguely. Clearly.
Can you picture the buyers, the projects, and the budgets that would make doubling realistic?
Or are you still circling the same small pool, hoping better marketing will squeeze more out of it?
If there isn’t real headroom in the market you’re in, effort won’t solve that. You just end up pushing harder in the same room.
Sometimes the move is to get more specific. Sometimes it means getting closer to buyers with more urgency and more at stake. Sometimes it means admitting that the work keeping you busy is also the work keeping you small.
Then look inside the business.
If revenue doubled tomorrow, what would actually happen?
Would the business absorb it cleanly, or would everything get tighter, heavier, and more chaotic?
A lot of people say they want 2x, but the structure underneath their business would experience 2x as stress.
Capacity usually has less to do with motivation than people think. It has more to do with whether the business can carry more without costing more of your life.
If it can’t, then more won’t feel like growth. It’ll just feel like a mess.
At that point, the question is not just how to double. It’s where the constraint actually is.
Outside the business, or inside it.
Once you can see that clearly, the next move gets easier.
If you’ve been pushing harder without much to show for it, that’s probably worth looking at before you add more tactics on top.
That’s part of what we’re getting into on March 25.
How to Finally Work on Your Own Business (Without Dropping Client Work)
Why Revenue Stalls Even When You're Good
A lot of designers hit a ceiling and assume the answer is tactical — better marketing, better pricing, a more premium-looking brand.
Sometimes those help.
But a lot of the time, the issue is simpler than that. The business is still built around the wrong thing.
Not wrong in the sense that it never worked. Wrong in the sense that it no longer matches the deepest value you create.
The client asks for a website, you scope the website. They ask for a redesign, you price the redesign. And the part that actually changes the outcome stays buried inside the project.
That's where the ceiling comes from. The skill keeps growing, but the business is still organized around the surface request. And nothing compounds.
When you can name the real problem your work keeps solving, the business starts to change. Your offer gets clearer because it's attached to something people actually care about. Pricing makes more sense because the conversation isn't about pages anymore.
And the market starts to matter differently.
Because now you're not just trying to get into a better room with the same vague offer. You're getting in front of buyers who actually feel the cost of it.
A law firm that needs credibility, clarity, and a sharper intake experience is not buying the same thing as a low-budget client who just wants a site up. A coach who can't articulate their own value is not buying pages — they're buying help getting clear enough to sell.
The room matters. But the room only becomes a real lever once you know what problem your business is actually built around. Otherwise you just change rooms and bring the same confusion with you.
They try to move upmarket before they've named what actually makes their work valuable.
If revenue feels capped, I'd look there first. What is the real problem my work keeps solving — and is my business actually built around it?
The market matters. The problem comes first.
That's what we're getting into on March 25.
How to Finally Work on Your Own Business (Without Dropping Client Work)
Register here → https://us02web.zoom.us/meeting/register/osFH5v5LRiypMC79NreYXg