How to Turn Your AI Assisted Freelance Writing Side Hustle Into a Full-Time Job

Freelance writing is one of the most rewarding side hustles out there. Whether you’re doing it to earn some extra cash or as a creative outlet, many freelance writers dream of turning their side gigs into full-time careers. Okay, let’s be real. We’ve all been there, haven’t we? 

That point where you’re juggling a 9-to-5 (or maybe a 7-to-7, let’s be honest) and a burning passion on the side. For me, that passion was freelance writing. It started with small gigs, barely enough to buy a fancy coffee. Yes I also had the same dream. But today, I’m a full-time freelance writer, and it’s honestly the most rewarding thing I’ve ever done. It hasn’t been an overnight transformation, though. It’s been a journey, a process of learning, hustling, and figuring things out as I went. 

If you’re looking to take your own freelance writing side hustle to the next level, to make it your full-time gig? Then, you’re in the right place. I’m going to share my journey, the bumps I hit, and the steps I took to become a Freelance Writer and All you need to know about Freelance Writing 101.

Phase 1: Freelance Writing Spark & Scramble (Starting from Scratch)

Like many, I didn’t start with a grand plan. I simply loved to write. I’d always been that person who enjoyed crafting essays, penning stories, and even just journaling. When I heard about freelance writing, something clicked. I could get paid to do this? The thought was revolutionary. So, I dipped my toes in the water. I started with content mills, those platforms where you pick up small, low-paying gigs. It wasn’t glamorous, and the pay wasn’t amazing. I did it, though, because it was a way to build a portfolio, to understand deadlines, and to learn how to structure my writing for different platforms. This is where I learned the grit needed to succeed in freelance writing, those basic building blocks of professionalism.

I spent evenings and weekends researching and applying for High paying freelance writing job I could find. Some were a match, many weren’t, but the goal was to establish a presence. It was hard, balancing my day job with my freelance writing aspirations, and I definitely had days where I wanted to throw in the towel. But the excitement of seeing my words published online, and that small deposit into my account? That kept me going. 

Key Takeaways from Phase 1:

• Start somewhere, anywhere: Don’t wait for the perfect opportunity. Just start writing.
• Build a portfolio: Even low-paying gigs can become valuable portfolio pieces.
• Learn the ropes: Familiarize yourself with deadlines, style guides, and client communication.

Phase 2: Leveling Up: Niching Down and Finding Better Clients

After a while, I realized that grinding away at low-paying gigs wasn’t sustainable. I needed to be smarter, more strategic. I started to think about what type of freelance writing I enjoyed most, and where I had the most expertise. I discovered that I loved writing about technology and digital marketing. It was what I read about in my free time, so it was natural that my passion translated well into that niche.

This shift to specializing changed everything. Instead of being a generalist, I became a specialist. I started to tailor my portfolio pieces towards my chosen niche, and sought out freelance writing opportunities in that area. I explored different platforms and job boards, and started to pitch directly to companies rather than relying solely on content mills. I found that when I focused on the paid online writing jobs that suited my passion and my area of expertise, the pay rates started to increase, the deadlines became more manageable and even the clients were more collaborative.

Key Takeaways from Phase 2:

• Find your niche: Specializing makes you more valuable and attracts better-paying clients.
• Curate your portfolio: Highlight work relevant to your niche.
• Network strategically: Connect with businesses and people in your area of focus.
• Don’t undersell yourself: Know your worth.

Phase 3: The Hustle Gets Real (and so does the Income)

Once I had a solid niche and a growing portfolio, the real hustle began. I started reaching out to potential clients proactively, showcasing my expertise and making a case for how I could help them. I used platforms like LinkedIn, Upwork (though sparingly, and selectively, because honestly, it’s a bit of a mixed bag!) and even cold emails to connect with businesses. I made sure that my online profiles reflected my skill sets and passions, especially when it came to freelance writing.

I learned a lot about pricing strategies during this period. Initially, I was undercharging. Over time, as I grew more confident in my abilities, I slowly, but surely, raised my rates. And you know what? Clients were still willing to pay them because they saw the value in my work. I was no longer just writing words; I was providing solutions, insights, and strategic content. The key was not only being a skilled writer but also being a writing professional using AI tools.

Also Read – 13 Must Try AI Tools for Freelancers

Key Takeaways from Phase 3:

• Proactive Outreach: Don’t wait for opportunities; go out and create them.
• Build a Client Base: Focus on cultivating long-term client relationships.
• Refine Pricing: Don’t undervalue your work. Gradually raise rates as you gain experience.

Phase 4: Making the Leap: Full-Time Freelance Writing

This is the phase that every freelancer dreams about. The moment you realize you can sustainably support yourself from freelance writing. It’s terrifying and incredibly exciting all at once. I had a solid base of clients, consistent income, and a schedule I could mostly control (with the exception of the times when deadlines pile up all at once).

Making the leap to full-time freelance writing wasn’t just a financial decision; it was a lifestyle choice. It meant I was no longer constrained by a traditional workday and a fixed location. There was a lot of self-discipline involved in maintaining a schedule and motivating myself without a boss breathing down my neck. It’s also when I focused on the admin side of freelance writing; invoicing, contracts, and making sure my business is well organised.

But the freedom to choose my own projects, work from anywhere (as long as there’s Wi-Fi), and shape my own career? That was priceless. Now I actively seek paid online writing jobs that align with my interests and schedule.

Key Takeaways from Phase 4:

• Plan and prepare: Don’t make the leap before you’re financially ready.
• Set boundaries: Establish clear working hours and client communication protocols.
• Embrace the freedom: Enjoy the flexibility and independence of freelance life.
• Focus on business: Look after your admin tasks to keep on top of payments, contracts and client communication.

Also Read – 23 ways to find Freelance Writing Jobs

Ready to Start Your Journey?

This has been my journey with freelance writing. And it’s by no means over, it’s a continuous evolution. Looking back, there’s no magic formula for success. It requires dedication, hard work, and a willingness to learn. You can get paid online writing jobs, and you can take charge of your career, if you put the work in. If you’re serious about making freelance writing your full-time gig, remember to start with a plan, stay persistent, and never stop learning. The path might not be linear, but the destination is absolutely worth it. And if you want to find some great paid online writing jobs to kick start your journey, there’s so much opportunity out there.

The journey might seem challenging at first, but remember: every successful freelance writer started where you are now. Take the leap, believe in your skills, and let your writing open doors to a future where you’re in control of your career.

I truly believe that if you put in the work, and if you find your passion in the craft of freelance writing, you too can transition from side hustle to full-time freedom. Go get them!

Start today—your dream career as a full-time freelance writer is just a few steps away! Search for your job search here now.