Megan vs. Casey
A tale of two designers
This is a story about two Squarespace designers who have the same skills, same tools, and started at the same place. One is stuck in a cycle that feels random and fragile. The other has built a calm, thriving business that compounds every month. Their names are Megan and Casey. And you’re one of them right now.
Grab a coffee, settle in. I’m not here to sell you a dream. I’m here to hold up a mirror. Because once you see the difference between Megan and Casey, you won’t be able to unsee it. You’ll recognize yourself in one of these stories. And if you’re ready to change, you’ll know exactly what to do next.
Meet Megan and Casey
Both started in the same course community. Same Squarespace skills, same design eye, same entrepreneurial dreams. They invested in the same advanced tutorials, design systems, and business trainings — all with the hope that sharper skills would mean higher rates, better clients, and a booked-out calendar.
For a while, it worked. Their designs got sleeker, their processes a bit smoother, and they both landed a handful of projects. But then the paths split. Megan’s business stayed fragile. Casey’s started compounding.
Megan’s World
Megan is talented. She can design beautiful sites, customize templates, and make a client’s brand come alive on Squarespace. People compliment her work. Friends tell her she’s “so lucky” to be her own boss. But behind the curtain? She’s running on fumes.
She wakes up each day and checks her inbox, hoping a referral has come through. Some weeks are busy; others are dead quiet. When a lead shows up, she gets excited and spends hours crafting a custom proposal. She sends it off and waits. Often, she never hears back. When she does, it’s usually: “We went with someone cheaper.”
Megan takes on any project that comes her way, even the ones that drain her energy. She undercharges because she’s scared to lose work. She wants to raise her rates, but every time she tries, she backs down.
She stays up late finishing deliverables because she doesn’t have a streamlined process. She’s constantly reinventing the wheel. She knows her work is good, but she feels like she’s guessing at everything else — pricing, marketing, even her schedule.
Megan isn’t lazy. She’s hustling hard. But she feels like she’s treading water, never gaining ground. She loves design, but freelancing feels random, fragile, and exhausting.
Casey’s World
Casey has the same skills as Megan. She started in the same spot, with the same tools and doubts. But Casey’s business looks completely different.
Her mornings are calm. She doesn’t guess at her value because she looked at her most profitable, most referred, highest-impact work and found the pattern. She knows exactly which projects light her up AND pay well — that’s her foundation.
Her offers aren’t random services thrown together in desperation. They’re packages built from proven results. She knows exactly who she’s positioned to lead and where she’s leading them. When prospects find her, they instantly recognize she’s the one they’ve been looking for.
Casey doesn’t chase leads because she found the pools where her ideal clients already gather. She knows where they hang out, what they struggle with, and how to position herself as the solution they’ve been searching for. Her leads come in pre-sold, already familiar with her process and results. The conversations she has aren’t “How much do you charge?” They’re “When can we start?”
Her content isn’t random tips hoping something sticks. It’s strategic. Every post, every piece of value she shares points toward her offer and pulls the right people in. Her audience learns from her before they ever reach out, so they arrive ready to buy.
Casey’s proposals are simple because she doesn’t need to convince anyone. She uses a proven template that works. She doesn’t guess at pricing — her packages are clear, her value obvious. Clients respect her process.
She works fewer hours but earns more because her delivery is systematic. Templates, processes, and proven frameworks mean she’s not reinventing the wheel with every client. Her results are consistent and her profit margins are healthy.
This isn’t just better tactics — it’s a flywheel. Each successful project creates proof that improves her offers, which attracts better clients, which generates content that brings in more aligned leads, which makes delivery smoother. Casey’s business compounds while Megan’s resets to zero every month.
When Casey closes her laptop, she feels proud and energized. Her business is an asset that grows stronger over time.
The Turning Point
Megan and Casey started with the same skills. The only difference is the system Casey built — a system designed to compound effort instead of reset to zero every month.
For years, I was Megan. I hustled for scraps, prayed for referrals, and undercharged. Every proposal felt like a coin toss. I worked harder every year but never felt secure. The day I decided to stop operating like Megan and start thinking like Casey changed everything. I built systems. I packaged my offers. I created proof that pre-sold my work. My income stabilized. My stress dropped. And I finally had time to grow.
The Choice
You’re one of these two designers right now. And that’s okay. Everyone starts as a Megan. The question is, do you want to stay there?
This isn’t about being better, smarter, or luckier. It’s about choosing a path. Megan’s path is full of hustle, guesswork, and random results. Casey’s path is about strategy, clarity, and compounding wins.
My Double Your Squarespace Business Intensive exists for one reason: to help every Megan become a Casey.
What We Build Together
A Simple Pipeline: So you know where next month’s leads are coming from.
Clear Positioning: So the right clients instantly recognize you as the one for them.
Package & Pricing Clarity: No more guessing or custom quoting chaos.
A Proposal Framework: That closes deals without stress.
A Delivery Playbook: That makes projects smoother and more profitable.
A Business That Compounds: Assets, not accidents.
Why This Matters
Money matters, yes. But Casey’s success isn’t just financial. It’s about freedom — time freedom, creative freedom, and the freedom to choose clients instead of scrambling for them. It’s about building something stable and sustainable, instead of a business that burns you out.
This isn’t a pitch for a magic bullet. There isn’t one. It’s an invitation to step into a new identity as a business owner — not just a freelancer taking orders.
Which One Are You?
Take a moment. Be honest. Are you more Megan or Casey right now? There’s no shame in the answer. But if you’re ready to shift into Casey’s world, this is your path.
Click below. Let’s build your system together.