The Biggest Challenges New Writers Face (And How to Overcome Them)

Introduction

Freelance writing is often seen as an easy way to make money online. But if you’ve ever tried to land your first paid writing gig, you probably know the reality is different.

Many beginners face constant rejections, low-paying gigs, and frustration trying to get their first real paycheck. I’ve been there. But after making several mistakes, I discovered what truly works — and I want to help you skip the struggle.

If you’re just starting out and finding it hard to break into freelance writing, this article will show you:

✅ Why most beginners struggle (and how to avoid the common pitfalls)

✅ The one mindset shift that changed everything for me

✅ How to avoid common mistakes that slow down success

Let’s dive in. 🚀

1. Why Most Beginners Struggle to Land Paid Gigs

New freelance writers often hit the same roadblocks. Here are the biggest ones:

❌ Not Knowing Where to Find Clients

Many beginners search endlessly for writing jobs without a clear strategy. They send pitches randomly, apply for jobs that aren’t a good fit, or spend too much time on low-paying gig sites.

✅ Solution: Start with trusted platforms like:

ProBlogger Job Board (higher-paying gigs)

Freelance Writing Jobs (FWJ) (daily listings of real writing jobs)

Upwork & Fiverr (good for beginners, but avoid underpricing)

If you want a shortcut, consider using Paid Online Writing Jobs, a resource that connects new writers with legitimate, pre-vetted job opportunities.

❌ Lacking a Portfolio or Experience

Clients want to see proof that you can write. But how do you show experience when you’ve never been paid for a writing job?

✅ Solution: Create 2–3 sample articles on Medium, LinkedIn, or a personal blog. Pick a niche you’re interested in (like travel, finance, or tech) and publish content there. Even one well-written article can act as your portfolio.

❌ Undercharging for Work

A common mistake is accepting low-paying jobs just to get started. While gaining experience is important, working for $5 per article won’t help you build a sustainable career.

✅ Solution: Charge at least $50 per 1,000 words as a beginner. If you write on specialized topics (like health, finance, or tech), you can charge even more.

2. The One Mindset Shift That Changed Everything for Me

When I first started, I believed clients were doing me a favor by hiring me. This made me hesitant to charge my worth and afraid to pitch big clients.

Then I realized something important:

Clients need writers just as much as writers need clients.

This simple shift changed everything for me. Instead of acting desperate for gigs, I positioned myself as someone who could help businesses succeed with great content.

Here’s how to apply this mindset:

✔ Stop apologizing for being a beginner — You bring fresh ideas and enthusiasm!

✔ Treat yourself as a professional from day one — Confidence attracts high-paying clients.

✔ Know your value — Good writing helps businesses make money. Your work is valuable.

Once you start believing in your skills, clients will too.

3. How to Avoid Common Mistakes That Slow Down Success

Want to land your first writing job faster? Avoid these mistakes:

❌ Sending Generic Pitches

Most beginners send boring, copy-paste pitches that get ignored.

✅ Fix: Personalize every pitch. Mention the client’s name, reference something specific about their business, and explain why you’re a great fit.

Example of a Weak Pitch:

“Hi, I’m a freelance writer. I’d love to write for you. Let me know if you have any work.”

Example of a Strong Pitch:

Subject: [Client’s Name], I’d Love to Help with Your Content!

Hi [Client’s Name],

I recently came across your website and love how you [mention something specific]. I noticed you’re looking for a content writer, and I’d love to help. I specialize in writing [topic] and can create engaging, high-quality articles that match your brand’s voice.

Here’s a recent sample of my work: [Insert Link].

Let me know if you’d like to discuss this further. Looking forward to your response!

Best,

[Your Name]

❌ Wasting Time on Unreliable Platforms

Some job boards and platforms are filled with low-paying clients who want cheap labor.

✅ Fix: Focus on reputable sources:

ProBlogger Job Board (trusted by high-paying clients)

LinkedIn (networking + job posts = great opportunities)

Paid Online Writing Jobs (pre-vetted listings for beginners)

❌ Not Following Up on Pitches

Many writers send a pitch and never follow up. But clients are busy, and emails get buried.

✅ Fix: Send a follow-up 3–5 days after your initial pitch.

Example Follow-Up:

Hi [Client’s Name],

Just following up on my previous email about your [writing project]. I’d love to discuss how I can help. Let me know if you’re still looking for a writer!

Best, [Your Name]

Following up doubles your chances of getting hired.

4. Final Thoughts: Start Writing, Start Earning

Breaking into freelance writing isn’t as hard as it seems — if you know what mistakes to avoid and what strategies actually work.

Quick Recap:

✔ Find quality job opportunities on trusted platforms like ProBlogger, LinkedIn, and Paid Online Writing Jobs

✔ Build a simple portfolio with 2–3 sample articles

✔ Charge fair rates and avoid underpricing yourself

✔ Use strong, personalized pitches to stand out

✔ Follow up on applications to increase your chances of getting hired

Your Next Steps:

✅ Apply these strategies today

✅ Send 5–10 pitches this week

✅ Check out Paid Online Writing Jobs to land your first gig faster

Your first writing job is closer than you think. Take action today, and you’ll soon be making money doing what you love! 🚀