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What I Wish I Knew Before Starting Freelance Copywriting (That No One Tells You Until It’s Too Late)

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Thursday, April 10, 2025

man and woman


Nobody warns you how damn lonely it feels to work your ass off on a cold pitch… just to get ghosted.

Or how you can spend weeks obsessing over your portfolio and still feel like it’s not “good enough” to land a real client.

Or worse... land one, get paid peanuts, and wonder if this whole freelance copywriting thing was a mistake.

I’ve been there.

I started out thinking all I needed was solid copy skills and some hustle. I figured once I knew how to write a killer email or sales page, the money would follow. I was wrong.

It took me way too long to realize that freelance copywriting isn’t just about writing. You need to know how to run your business. Sell yourself. Handle rejection. Build momentum. Set boundaries. And keep showing up—even when things feel slow, awkward, or uncomfortable.

So if you're somewhere in the messy middle—writing decent copy, but struggling to land clients, raise your rates, or get any damn traction—this post is for you.

These are the lessons that would've saved me months of frustration, second-guessing, and spinning my wheels. I’m giving them to you straight—so you can skip the confusion and start building a real freelance copywriting business that actually works.

1. You’re not just a writer - you’re a business. Start acting like one.

When I first got into freelance copywriting, I thought the hard part was learning how to write.

I was obsessing over headline formulas, CTA placement, email sequences, swipe files, you name it. But none of that mattered when I had no clients to write for. The real problem? I was thinking like a writer—not like a business owner.

I treated every project like a one-off gig. I didn’t follow up with leads. I didn’t track income. I didn’t market myself. And I sure as hell didn’t think about my freelance writing business like a real business with systems, goals, or a strategy.

Then one day, it clicked: If I wanted to make real money, I couldn’t just “get hired”—I had to build something. That shift changed everything.

If you want to grow a freelance copywriting career that’s stable, profitable, and in your control—you need to treat it like a business from day one. That means:

• Setting up a simple system to track leads, pitches, and income

• Creating a plan for finding clients consistently

• Treating every client interaction like the start of a long-term relationship

• Positioning yourself like a problem-solver, not just a “writer for hire”

This mindset shift is the foundation. Everything else—your marketing, your confidence, your rates—builds on this.

Mini-action tip: Stop calling yourself “just a freelancer” or “a writer.” Start saying: “I run a freelance copywriting business.” Say it out loud. Then act like it.


2. High-paying clients don’t care about your certifications - they care about outcomes

coins in jar


Back when I first started out, I thought credibility came from logos and certificates. I proudly listed every course I’d taken. AWAI, CopyHour, you name it. I figured the more proof I had that I’d “learned the craft,” the more clients would trust me.

I was wrong. Not once has a client ever said, “Wow, you took that course? You’re hired.”

What they do care about is simple:

Can you help them get more leads, sales, or revenue?

Everything else is noise.

This is one of the biggest copywriting mistakes I see with newer freelancers. They lean on credentials instead of outcomes. They lead with education instead of value. But clients don’t care how much you know—they care what you can do for them.

When I shifted my positioning from “Here’s what I’ve studied” to “Here’s how I can help you make money,” I started attracting better clients—fast. It wasn’t about being an “expert.” It was about solving expensive problems.

If you're serious about your copywriting career, stop worrying about whether you’re qualified enough. Start focusing on how to communicate the value you bring to the table.

Mini-action tip: Review your pitch or website. Are you selling credentials—or outcomes? Rewrite at least one section to focus on specific results you help clients achieve.


3. “Busy” work feels productive—but it’s killing your momentum.

Early on in my freelance copywriting journey, I’d spend hours organizing swipe files, tweaking my website, or watching copy breakdowns on YouTube. I told myself I was working on my business.

But the truth? I was hiding.

I wasn’t pitching. I wasn’t talking to potential clients. I wasn’t putting myself in situations where I could get rejected—or paid.

This is one of the most dangerous copywriting mistakes out there. You stay busy so you can feel like you’re making progress, but deep down, you know you’re avoiding the stuff that actually moves the needle.

Real talk: Learning more isn’t the answer. Fixing your “About” page for the 12th time won’t land you a client. The only way to grow your freelance writing business is to consistently do the hard, uncomfortable stuff that leads to income.

That means outreach. Follow-ups. Getting on calls. Making offers. Asking for referrals. Following up again.

Mini-action tip: For the next 5 days, set a timer and spend the first 60 minutes of your workday on revenue-generating actions only. No design. No research rabbit holes. Just outreach, follow-ups, or working on paid client work. Track what changes.


4. You don’t need more skills - you need more confidence in the ones you already have.

woman flexing muscle


I used to think I wasn’t landing clients because I wasn’t “good enough” yet.

So I kept reading books. Rewriting headlines. Taking notes on sales pages. Studying how Gary Halbert opened his letters. I convinced myself I just needed to get a little better before I could charge more or pitch that client I really wanted.

But here’s the truth:

Your lack of clients probably has nothing to do with your skill—and everything to do with how you're showing up.

I’ve seen copywriters with half your experience pull in $5K/month. Why? Because they believe they can. They act like a pro, even if they don’t feel like one yet. They show up, make offers, follow up, and confidently pitch their value—even if it’s still a little messy.

This is a key piece of freelance copywriting advice for struggling writers: If you keep waiting until you feel “ready,” you’ll be waiting forever. Confidence doesn’t come before action—it comes from action.

When you start treating your copywriting skills like they’re worth real money… others will too.

Mini-action tip: Write a list of 3 projects you’ve already done (even spec work or for friends) and list the value each one delivered. Then use those results in your next pitch or website update. You have more to offer than you think.


5. Rejection isn’t failure—it’s data. Use it.

Let me tell you—when I got my first few “no thanks” replies, it stung.

Hard.

It felt personal. Like they were saying I wasn’t good enough. So I’d pull back. Stop pitching for a while. Tinker with my website. Doubt everything.

But over time, I realized something that changed how I handle rejection completely:

Rejection isn’t a sign you suck. It’s feedback. It’s free market research. It’s data.

Once I started treating it that way, everything shifted.

If someone didn’t respond to my cold email—maybe the offer wasn’t clear enough. If they passed after the discovery call—maybe I didn’t ask the right questions. If they said, “we went with someone cheaper”—maybe I didn’t establish enough value up front.

This kind of mindset shift is everything if you want to grow a stable copywriting business. You can’t avoid rejection. But you can learn how to use it to get sharper, faster, and more strategic.

The most successful freelance copywriters I know? They don’t take it personally. They just keep adjusting and moving forward.

Mini-action tip: Go back through your last 5 “nos” or ghosted leads. Write down what you could have done differently. Then use that insight to tweak your next pitch. One adjustment could be all it takes.

6. Consistency beats talent. Every damn time.

calendar with x's


You can have the best hooks. The sharpest copy chops. The perfect “client avatar” nailed to the wall above your desk.

But if you only show up sometimes—when you feel inspired, confident, or comfortable—you’re gonna lose to the writer who shows up every day, even when it sucks.

This was a tough pill to swallow when I started my copywriting career. I thought if I was talented enough, clients would just “find me.” But that’s not how the freelance writing business works.

The copywriters who actually make it? They’re not always the best writers in the room. But they’re the most consistent marketers. They pitch when they’re nervous. They follow up when it feels awkward. They show up even when motivation is in the toilet.

Dan Kennedy said it best: “Successful people are simply those with successful habits.”

The more consistent your actions, the more predictable your income becomes. Period. It’s not flashy copywriting advice, but it’s the kind that actually moves the needle.

Mini-action tip: Pick one lead gen method—cold email, referrals, whatever—and commit to doing it daily for the next 30 days. No matter what. Track your output and your results. Don’t overthink it—just do it.


7. You don't need more clients - you need better ones.

When I was starting out in freelance copywriting, I thought the answer to all my problems was “more clients.”

More leads. More calls. More booked projects.

But here’s what I learned the hard way: Bad clients will burn you out faster than no clients.

You know the ones. The low-ballers who want “just a quick edit” for $50. The scope creepers. The energy vampires who micromanage every word and still ghost you on the final invoice.

Taking on these kinds of clients doesn’t grow your copywriting business—it just drains your time, energy, and confidence.

It wasn’t until I started getting pickier that my income (and sanity) started to grow. Instead of chasing every possible gig, I focused on the kinds of clients I actually wanted to work with—those who understood the value of copy, had a budget, and respected my process.

And guess what? When you start positioning yourself for quality, the right clients take you more seriously. You don’t need a ton of them. You just need a few great ones.

Mini-action tip: Write down a simple “red flag” and “green flag” list based on your past clients. Next time you get a lead, run them through that filter before saying yes. Quality control = business growth.

8. The money is in the follow-up (even if it feels awkward)

Let me guess—you sent the pitch, didn’t hear back, and figured they weren’t interested. So you moved on.

Yeah... I used to do the same thing. For years.

What I didn’t realize back then is one of the most overlooked freelance copywriting lessons from experience:

The first “no response” isn’t a no. It’s just a maybe that needs a follow-up.

People are busy. Emails get buried. Timing isn’t always right. But most freelance copywriters give up way too soon. Meanwhile, the ones who get paid? They’re the ones politely, professionally, and persistently following up.

I’ve had clients reply to my fourth email saying, “Thanks for staying in touch—timing’s better now.” That project turned into $3K.

Following up is one of the simplest ways to grow your copywriting business—and yet it’s also one of the most avoided.

You don’t need to be pushy. You just need to stay on their radar.

Mini-action tip: Go back to your last 10 unanswered pitches. Follow up on every single one—today. Keep it short, friendly, and focused on value. Then make follow-ups a weekly habit.

9. The biggest growth happens after you charge more

man with money


Let’s talk money—because too many freelance copywriters tiptoe around it like it’s taboo.

When I first started, I was terrified to raise my rates. I told myself I’d charge more once I had more experience… once I had better samples… once I landed that one “big” client. Spoiler: none of that magically made me feel ready.

What finally changed? I raised my rates before I felt ready—and clients paid it.

That single decision flipped a switch. Not just in how I felt, but in how clients treated me. Higher-paying clients respected my time. Trusted my process. Took me seriously. My skills didn’t magically improve overnight… but my positioning did.

One of the most common freelance copywriting mistakes to avoid? Thinking you need to “earn” your way to higher rates through suffering. You don’t.

Higher rates filter out bad clients and force you to level up. They create space to do your best work. And they push you to treat your freelance writing business like the real business it is.

Mini-action tip: Raise your rate on your next pitch by 25%. Don’t justify it. Don’t apologize for it. Just say the number with confidence—and watch how different the energy is on the other side.

10. You don't need to be everywhere—just where it counts

When you're trying to grow your freelance copywriting business, it's easy to fall into the “I need to be everywhere” trap.

LinkedIn, Instagram, Twitter, cold emails, Upwork, newsletters, networking groups… next thing you know, you're scattered, exhausted, and not getting any real traction.

I did this for way too long. Jumping from platform to platform, posting content, tweaking my profile—thinking visibility was the same thing as strategy.

But here’s the truth: Being visible everywhere doesn’t matter if you're not being strategic anywhere.

The freelance copywriters who build real momentum? They pick 1–2 channels, go all in, and learn how to make those channels work for them. It’s not about doing more—it’s about doing the right things consistently.

So instead of stretching yourself thin trying to “build a brand” on every corner of the internet, double down on what’s already working—or what fits your strengths.

Prefer writing? Cold email and newsletters.

Good on video? Short-form content.

Love building relationships? Referrals and networking.

Mini-action tip: Choose one lead-gen channel that fits your style—and commit to mastering it over the next 60 days. Ignore the rest. Focus builds pipelines.


Conclusion

Most of the struggles you’re facing right now?

They aren’t because you suck at writing. It’s because no one ever showed you how to actually build a profitable freelance copywriting business.

These lessons aren’t theory. They’re the kind of real-world copywriting advice that separates the pros from the pack—and they’re the difference between spinning your wheels for years or finally gaining traction, income, and control.

So if you’ve been stuck, overwhelmed, or doubting whether you can really make this work… go back through these, pick one, and act on it today.

This copywriting career is yours to shape—but only if you stop waiting and start moving.

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GET PAID LIKE A KING TO WRITE FOR BRANDS YOU LOVE - TODAY!

The "King of Copy" is Giving Away Tips for Becoming a Top Paid Copywriter Right Now

Click the button below to open Jeremy's daily email tips and a FREE video training straight out of his popular $500 course – Overnight Clients

Click the button below to open Jeremy's daily email tips and a FREE video training straight out of his popular $500 course – Overnight Clients