The 2-Part Cycle Of Freelancing That Made My Business Profitable

Eva Gutierrez šŸ’”
Ascent Publication
Published in
6 min readNov 11, 2019
Eva Gutierrez

When I started this 2-part cycle, I wasnā€™t aware of it.

I didnā€™t realize that everything I was doing was going to help me become a better content writer and business owner. I only knew one thing:

Something had to change.

Iā€™d been a freelancer for two years at this pointā€”and to be honestā€”I was doing a terrible job at it.

I had decided to start my freelancing business at the exact time that I became a digital nomad, which meant I was trying to meet deadlines at the same time that I was catching Flixbuses to the next country on my European tour.

I quickly learned that I couldnā€™t rely on there being Wifi when I got to my next destination and using my iPhoneā€™s hot spot was a poor excuse for trying to access Google Docs.

I knew that something had to change, but I wasnā€™t sure what. It was obvious that I had to stop traveling, so I moved to Los Angeles, opened my laptop and didnā€™t stop working.

What I was doing, that I didnā€™t realize, was capitalizing off of everything I had spent the last 2 years learning.

I was in the 2-Part Freelancer Cycle without even knowing it.

I had been in the Learning Phase of the 2-Part Freelancer Cycle. This is made up of:

  1. Learning
  2. Planning
  3. Scheduling

While I didnā€™t know exactly what needed to change, I was listening to successful entrepreneurs and marketers talk about how they grew their skillset and improved their businesses. I read book after book, listened to hours of podcasts, and went to every marketing and business event I could find.

Thatā€™s when I realized that I had to offer a strict contract for working with me. This meant that clients couldnā€™t just buy one article from me, they had to buy a minimum of 4. This is when I entered the Planning Stage of the Learning Phase. I started to figure out how much I should charge for my 4-article contract and how I was going to find people that would want to buy it.

Then, I scheduled out my plan in an excel spreadsheet and entered the Scheduling Stage.

Thatā€™s when I made the transition into the second part of the Freelancer Cycle, The Implementation Phase. This phase has two stages:

  1. Implementing
  2. Testing

The number of podcasts that I listened to drastically decreased and I stopped watching Youtube videos on how to grow your freelance business.

Instead, I implemented what I had learned in the books, podcasts, and events that I had attended.

I launched my 4-article contracts and was able to get a few clients onboard. What surprised me the most was how easily clients said yes to 4 articlesā€”just as easily as they had said yes to one.

I worked with a few clients with this model before realizing that I needed to be more efficient.

I started to think about ways to optimize my contracts and make it so that I wasnā€™t so overloaded with work, and still not making a decent profit.

At this point, I was juggling 5+ clients, was barely making $3,000 a month, and felt like I was drowning in articles.

I made an attempt at bringing a junior writer onboard to help me out, but realized that the time I had saved by not writing the articles was now allocated between edits and communication with clients.

I needed a better plan.

I sat myself down and asked, ā€˜What would make me the happiest right now?ā€™

My answer was obvious, I needed to work with less clients. My goal shifted to working with two clients instead of 5+, which meant that my contracts with these clients was going to have to change. Iā€™d need the 2 clients to at least make me $3,000/month to make this transition look good on paper.

Again, I entered the 2-Part Freelance Cycle.

I started reading, learning, and figuring out what my role would be if I worked with just 2 clients, how much I would need to charge them, and how I was going to land the gig.

Then, I implemented.

With one client onboard for more work, I told myself that Iā€™d reach out to 20 prospects to try to land my other big client. I planned to send 10 Upwork proposals, 5 cold emails, and get 5 leads from in-person events.

In some crazy luck of fate, the first Upwork proposal I sent was interested. I was able to turn that client, after a month of doing a few hours of work for them per week, into a 30/hour a week client. I was back into the Implementation Phase and ready to start optimizing.

Thatā€™s when I realized that again, I wasnā€™t totally happy. The new client wasnā€™t what I had hoped for, and was seeming to bring just as much stress as my 5+ other clients combined. I knew that when my 3-month contract was up, Iā€™d either have to renegotiate our terms about the work I would do for them or walk away.

And cueā€¦I was back to the Learning Phase.

Iā€™ve realized that I still want to work with 2 clients primarily, using my time with these clients to write about topics I love (digital marketing and personal development). I have one clientā€”who has remained constant throughout all of these cyclesā€”and now, Iā€™m on the hunt for the second. This time, Iā€™m being more picky.

I learned from my last go around of this cycle that just any client isnā€™t going to make me happy. What I need is a client who has the same value on content as I do, they want to help their customers just as much (or even more) than they want to sell to them.

Current Phase: Implementation

Iā€™ve applied for a part-time position as an Email Newsletter Specialist for an established company who just moved their HQ to Santa Monica. Iā€™m hoping that I can land the job and help them create a legion of fans around their weekly newsletter, creating brand advocates for their company and products.

Aside from my other client, and this one *fingers crossed*, I started a monthly newsletter for content writers and am creating a Writerā€™s Guideline as the answer to my endless Instagram DMā€™s that ask me how to be a content writer.

Iā€™ll spend a month+ in this phase, either working for the company that I applied to above, or finding another value aligned company that I can work with.

This 2-Part Cycle is the reason my business has been able to grow the way that it has.

In 2019, I make $4,000-$7,000 per month as a content writer, and itā€™s because Iā€™m always learning and implementingā€”endlessly.

Iā€™m now hyperaware of what part of the cycle Iā€™m in, leaning into each phase as much as I can so that I can create as much growth as possible, whether thatā€™s a learning curve or a monetary curve.

This is the cycle that makes or break freelancers. If you canā€™t learn from your mistakes, then you stay stuck in an unprofitable business. If you canā€™t optimize based off of where you are, then you plateau or find yourself spending time doing things that you really donā€™t want to.

The choice is yours.

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Eva Gutierrez šŸ’”
Ascent Publication

Weekly thought exercises inspired by mental models, psychology principles, and questions from successful entrepreneurs. āž”ļø ThinkWithAI.com