You know the feeling.
You’re good at what you do. Your clients love you. You’ve built something real from nothing. But every month you look at your bank account and think… where is all of it going?
That was Gaby.
She came to us doing $10K months with four freelancers, a growing agency she built entirely through word of mouth, and a sinking feeling that if she kept going the way she was going, something was going to break.
14 days later, she was at $19K. Same clients. Same team. Same woman.
Here’s what actually happened.
Gaby didn’t start with a business plan. She started with Etsy.
During COVID, she was home with a newborn, creating digital products and selling them online. She built an email list of 15,000 people. She built a following. People started asking her for help with their own businesses, and she said yes.
Then she said yes again. And again.
By the time she found us, her agency PropelHer had grown into something she described as “hodgepodge.” She was managing social media for a retreat center in New Mexico. Helping a children’s book author launch a museum exhibit in Finland. Running a podcast, managing PR, coordinating with university partners, and spending four to five hours a week on the phone with one client doing high-level strategy.
She was doing the work of a fractional CMO but calling herself a digital marketer and pricing herself like a freelancer.
“I feel like I’m drowning a little bit,” she told us on her first call. “I can’t scale right now.”
Here’s what Gaby’s business looked like when she walked in:
Monthly revenue: ~$10,000
Team cost: $4,000-$5,000/month (four freelancers, all part-time, some friends from high school and college)
Her take-home: Not enough for the hours she was putting in
Hours worked: 30+ per week
Systems rating (her words): “Two out of ten”
Lead generation: Zero. Entirely word of mouth.
Clients: Four, ranging from $375/month to $4,200/month
Read that range again. $375 to $4,200. One client was getting 30+ hours a week of her team’s time for $4,200. Another had been paying $375 a month for two years because he was her first client and she never renegotiated.
She knew something was off. She told her husband right before our call that she was having a “weird mindset gap” of not knowing where she fit. She couldn’t articulate what her agency actually did in a way that felt clear. She just knew she did a lot of it, and she wasn’t getting paid enough.
When we asked Gaby what was holding her back, she didn’t say revenue. She said three things:
“I don’t have anyone who can replicate me.” All her team members were great at specific tasks, but none of them could take a client call. She was the bottleneck for every single relationship.
“I’m terrified of hiring someone full-time.” She literally said “I’m sweating just thinking about it.” The idea of benefits, payroll, being responsible for someone’s livelihood on top of everything else felt paralyzing.
“I don’t know how to package what I do.” She’d heard about fractional chief of staff roles and thought that might be her, but she wasn’t sure. She just knew “we do digital marketing” wasn’t cutting it and every time she posted on Instagram it felt like “word vomit.”
And underneath all of that was the thing she said quietly near the end of the call:
“It just seems not impossible, but like… I don’t understand how that’s going to get there.”
Most people think scaling means getting more clients. Gaby didn’t need more clients. She needed to get paid properly for the ones she already had.
Here’s the exact playbook her coach Kaitlyn built for the first two weeks:
Gaby was doing CMO-level work. Strategy, brand oversight, team coordination, launch management, PR liaison, content direction. But she was packaging it as “digital marketing services” and pricing it by the hour or by deliverable.
We stopped that immediately.
A fractional CMO sells transformation: “I’ll grow your business.” A freelancer sells tasks: “I’ll make your graphics.” One gets $5,000+ per month. The other gets $500.
Gaby was delivering the transformation but charging the freelancer rate.
We looked at what she was actually doing for each client versus what she was charging:
Client 1 (the $4,200/month one): Getting 30+ hours a week of strategy calls, podcast management, book launch coordination, PR liaison, social media, and ad oversight. Should have been $7,000-$10,000.
Client 2 (the $375/month one): Two years at that rate. First client loyalty pricing that never got revisited.
Client 3: $1,800 for email marketing and social media. Fair for the scope but room to grow with additional services she was already informally providing.
Client 4: Sending Gaby and her team member to Finland for a museum launch. Clearly valued the relationship at a high level but the retainer didn’t reflect that.
This is the part everyone thinks is hard and it’s actually the simplest conversation in the world when you have the framework.
It goes like this:
“Here’s where you were when we started working together. Here’s everything we’ve implemented. Here’s the results we’ve driven. Here’s the areas of opportunity I’m seeing for your next phase of growth. This is what that investment would look like.”
That’s it. You’re not asking for a raise. You’re presenting a growth proposal rooted in results you already delivered.
Gaby had the results. She had the relationships. She had the trust. She just needed someone to say: “Now go ask for what it’s worth.”
Within 14 days of joining, Gaby restructured her packaging, repositioned her value, and had direct conversations with her existing clients about evolving their partnerships.
$10K to $19K. No new clients. No new leads. No new content strategy.
Just the right packaging around the work she was already doing.
Here’s what Gaby said on her onboarding call that stuck with us:
“I feel like I can’t offer our services to anyone else right now because we would do a bad job.”
She had four team members and couldn’t take on a single new client. Meanwhile, we have clients with three team members doing $28K months who don’t touch any client work.
The difference isn’t talent. Gaby is incredibly talented. The difference is:
Structure over hustle. Gaby was doing $20/hour tasks because she didn’t trust anyone else to do them. Her coach told her: “Your number one job is to fire yourself from the $20/hour tasks.”
Transformation over deliverables. When you sell “4 posts a week,” you’re competing with AI and college interns. When you sell “I’ll add $50K to your annual revenue,” you’re competing with nobody.
CEO identity over freelancer identity. Gaby’s clients were already treating her like a strategic partner. Her Finland client was spending $12-15K to fly her team overseas. Her $4,200 client was calling her four hours a week for strategy. They saw her value. She just needed to price it that way.
Within her first two weeks, Gaby:
And she’s just getting started. Her 90-day goal is $20K months minimum. Her coach thinks she’ll blow past that.
If you’re reading this and thinking “that sounds like me,” it probably is.
You probably have a client you’re undercharging. You probably have skills you’re not packaging correctly. You probably have relationships sitting on revenue you haven’t asked for.
The money you’re looking for isn’t in some future client you haven’t met yet. It’s probably sitting in the clients who already trust you.
You just need someone to show you how to see it.
Same skill. Same woman. Different order.
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