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Monday, March 2, 2026

A Freelance Author Displays on 5 Years In


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In early 2018, I left my company profession in human sources to go on what I then known as a sabbatical.

5 years later, I’m a contract author, enterprise coach, and writing mentor.

The in-between is a journey I replicate on typically, and I’m grateful to have the chance to share it with you.

Why I Began Freelancing

I began freelancing by accident. Throughout my sabbatical, I launched a weblog that partially targeted on private finance.

I made connections inside the area of interest by way of social media and, after some time, wrote a visitor publish for a distinguished web site within the house. 

Once I bought paid for my work, a lightbulb went off. If I may earn $50 writing, I may earn $500, $5,000, and extra.

So I instantly began on the lookout for platforms I may contribute to recurrently. My first regular shopper was Girls Who Cash!

As a number of {dollars} turned to 1000’s, I noticed I had met the aim of my sabbatical: discovering a location and schedule-independent solution to earn a dwelling. That manner, I may totally present up for myself and people I cherished.

I may work round my life slightly than dwell round my work.

Need to know extra about my backstory? Try this Girls’s Cash Discuss article.

Female hands with pen writing on notebook and using laptopFemale hands with pen writing on notebook and using laptop

Advantages of Freelancing

Over the past half-decade, I’ve loved many advantages from freelancing — some anticipated, some a shock.

In fact, I’ve cherished: 

  • Creating my very own schedule, solely answerable for the place and once I work.
  • With the ability to scale my freelance enterprise up or down primarily based on the ebb and stream of my life.
  • Selecting which shoppers to work with and which assignments to simply accept.

However I’ve additionally deeply appreciated:

  • Forging relationships with different freelancers and entrepreneurs (they’re your mates, not competitors!)
  • Gaining confidence in the case of asking for cash.
  • Getting pushed out of my consolation zone (repeatedly!).
  • With the ability to totally step away from my enterprise for greater than three months when my dad handed away in 2019.

I knew from the get-go that freelancing would supply the liberty and adaptability I needed.

However I didn’t understand how a lot that might matter till my father bought sick. Then, I bought to place the whole lot else on this planet on maintain to deal with him, my household, and my psychological well being after his dying.

Freelancing gave me the valuable present of time.

I additionally couldn’t predict how a lot progress I might expertise as a small enterprise proprietor.

I’ve met extra folks and gained extra data within the final 5 years than within the 30+ years earlier than!

Associated: Ought to I Give up My Job to Freelance? [The Pros & Cons]

Challenges of Freelancing

Naturally, my journey hasn’t been all chai lattes and impromptu naps. Regardless of principally having fun with the journey, I’ve additionally handled my fair proportion of challenges.

There have been apparent points, corresponding to:

  • Not having employer-sponsored advantages (particularly medical insurance and a retirement financial savings plan match)
  • Not getting paid once I don’t work
  • Having to navigate paying my self employment taxes (I like to recommend getting an accountant as quickly as you begin making actual cash.)
  • Having to all the time hustle for brand spanking new and higher shoppers
  • Budgeting with variable revenue (the feast or famine phenomenon is actual!)

However I’ve additionally skilled some unanticipated hiccups, like:

  • Shedding a number of shoppers in a brief interval
  • Having potential shoppers categorical curiosity in working collectively after which ghosting me 
  • Coping with initiatives that didn’t play out as marketed
  • Chasing funds for accomplished work (I assumed I would wish a lawyer to gather a number of thousand {dollars} from a shopper. Fortuitously, it didn’t come to that.)

My largest takeaways from these challenges are constantly fostering connections in your community and getting all gig particulars ironed out prematurely and documented in writing.

That manner, you may name upon your circle if you run into powerful occasions, and there’s by no means any query about how a venture ought to go.

Plus, you might have a authorized doc to again you up if a deal goes incorrect.

Learn: Earlier than You Go Freelance, Do These Issues

If I Had To Begin Once more

If I needed to begin once more, would I do something in a different way? A part of me says no, however a part of me says hell sure!

On the one hand, I consider the whole lot I’ve skilled has formed me into who I’m.

I like who I’m and suppose I’m precisely the place I’m speculated to be (although I’m nonetheless removed from reaching lots of my targets). 

However, however, I’m wiser now than I used to be then, and it will be good to make use of that perception to construct a greater enterprise quicker.

So, if we magically went again to February 2018, right here’s what I’d do:

  • Write extra visitor posts — and write them sooner. Doing so might need helped place me as a private finance authority and led to gig alternatives.
  • Purchase fewer programs and take extra motion. I’ve bought extra programs about on-line enterprise than I care to confess, and plenty of of them sit unfinished and unimplemented.
  • Develop passive revenue streams as early as yr two. I’m nonetheless attempting to get a number of of these initiatives going. Had I began in 2019, I could also be accumulating an honest amount of money from them by now.
  • Work extra hours. I’ve loved the liberty of freelancing a bit of an excessive amount of… and my funds replicate that!

Sadly, my Delorean is completely within the store, so time journey is not possible. However I’m attempting to take my very own hypothetical recommendation into consideration now!

Incessantly Requested Questions

Right here are some things you might be questioning about:

How do you keep motivated to be your personal boss when so many different issues might pull you away?

The reality is – I haven’t all the time been nice at this. There have been durations the place I didn’t work almost as a lot as I ought to have.

I can title many causes for this (some legit, others not a lot), however the backside line is that my motivation has waned now and again.

Once I catch myself in a stoop, I discover that necessity and long-term targets propel me to motion once more. I want money to pay my payments and fund the long run I need, so again to work I’m going!

Has synthetic intelligence (AI) modified your job, and are you fearful about it changing you? 

Many freelance writers fear that AI instruments like ChatGPT will ultimately exchange them. I don’t suppose that’s true.

AI can combination and spit out data in an more and more logical manner. However the computer-generated phrases lack nuance and storytelling.

Human writers can develop connections, stir feelings, and immediate motion much better than the digitally-created copy.

That stated, AI instruments might be helpful to writers. They may help generate concepts for additional analysis.

Ought to freelancers have a number of streams of revenue?

100% sure! When you might have a number of revenue streams, you cut back your danger of economic bother when a number of dries up.

Nonetheless, freelancing (usually) inherently supplies this buffer, anyway.

Every shopper or venture is a income. So, you’ll have to consider carefully about different revenue sources you’d like to include into your small business.

Personally, I present teaching providers to new and aspiring freelancers in addition to professionals attempting to develop into higher writers.

I’m additionally exploring the concept of promoting printables and freelancing-related merchandise.

Have you considered going/gone again to any W-2 work? 

I maintained some part-time W-2 work for the primary a number of months after quitting my full-time job.

Doing so allowed me to protect my financial savings whereas I found out a plan to earn a dwelling going ahead. Nonetheless, as soon as I began getting a whole lot of writing gigs, I stop these roles to deal with my freelance enterprise.

Since then, I’ve admittedly contemplated returning to a standard job sometimes as a result of I typically miss the regular paycheck and advantages package deal I had within the company world.

I even bought deep into the hiring course of with one firm. Nonetheless, once I take into consideration the whole lot I’ve gained from self-employment, it turns into a no brainer for me to remain the course!

Will you shift to a special small enterprise that you just personal for those who get uninterested in/burned out on what you’re doing now?

I can undoubtedly see myself altering gears sooner or later, which is one other wonderful motive to domesticate further revenue streams.

Writing on a regular basis is usually a grind, so I received’t essentially do it full-time perpetually. Nonetheless, I extremely doubt I’ll ever return to conventional employment.

How do you cease “chasing” cash (taking up an excessive amount of work)?

Simply as there have been occasions once I labored too little, there have been occasions once I labored an excessive amount of.

Once I discover myself chasing cash, I bear in mind why I took that sabbatical 5 years in the past: to find a solution to earn a dwelling and dwell my life.

I need to always remember (at the very least for lengthy) that the second half is an important!

As my father typically stated, “You possibly can all the time make more cash, and you may’t make extra time.”

Do you construct in trip time for your self? Do you might have set days off every week?

My schedule is extraordinarily versatile. I take break day once I wish to or when life calls for it.

I attempt to work 4-5 days per week, however the days aren’t all the time the identical. I depart room for appointments, errands, occasions, sickness, and even mind fatigue.

Since writing is mentally taxing, I’m typically not in the suitable headspace to do it.

Once I take a trip, I do one in every of two issues. I both work forward and inform my shoppers once I’ll be unavailable. Or, I’ll carry my laptop computer alongside and write when everybody else is asleep. Each have labored effectively for me.

What are a few of your finest and worst moments/experiences as a small enterprise proprietor?

Listed below are a number of of my finest moments and experiences:

  • Incomes my first freelance {dollars}
  • Exceeding my month-to-month company revenue
  • Negotiating for more cash (this one by no means will get outdated!)
  • Assembly my freelancer buddies in actual life 
  • Serving to different freelancers with their enterprise
  • Talking at a convention

And listed here are a number of of my worst:

  • Chasing a shopper for $6,000 — and being made to really feel insignificant within the course of
  • Shedding profitable shoppers that I cherished working with
  • Owing taxes once I actually couldn’t afford to pay them
  • Watching web sites I wrote for stop to exist (there go these hyperlinks in my portfolio…)
  • Doubting my skill to keep up and develop a enterprise (this sense creeps in periodically)

I’m positive that I’m forgetting many highlights and lowlights. However the reality is, freelancing has given me greater than it’s taken, and it’s completely been a web acquire for my life!

Last Ideas

I hope this account of my journey has given you a glimpse into what to anticipate as a freelancer — each now and within the years to return. However for those who nonetheless have questions, I’m a reasonably open e book. Be happy to electronic mail me to speak store: [email protected]

Right here’s to your freelancing success!

Laura Gariepy HeadshotLaura Gariepy Headshot

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