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In early 2018, I left my company profession in human assets to head on what I then referred to as a sabbatical.
5 years later, I’m a contract author, industry trainer, and writing mentor.
The in-between is a adventure I replicate on ceaselessly, and I’m thankful to be able to percentage it with you.
Why I Began Freelancing
I began freelancing unintentionally. All the way through my sabbatical, I introduced a weblog that partly all for non-public finance.
I made connections throughout the area of interest by means of social media and, after some time, wrote a visitor submit for a distinguished site within the house.
After I were given paid for my paintings, a lightbulb went off. If I may earn $50 writing, I may earn $500, $5,000, and extra.
So I in an instant began on the lookout for platforms I may give a contribution to continuously. My first secure shopper used to be Girls Who Cash!
As a couple of bucks grew to become to 1000’s, I spotted I had met the function of my sabbatical: discovering a location and schedule-independent solution to earn cash. That method, I may totally display up for myself and the ones I beloved.
I may paintings round my lifestyles fairly than reside round my paintings.
Need to know extra about my backstory? Take a look at this Girls’s Cash Communicate article.

Advantages of Freelancing
All the way through the closing half-decade, I’ve loved many advantages from freelancing — some anticipated, some a marvel.
After all, I’ve beloved:
- Developing my very own time table, totally answerable for the place and after I paintings.
- With the ability to scale my freelance industry up or down in response to the ebb and glide of my lifestyles.
- Opting for which shoppers to paintings with and which assignments to simply accept.
However I’ve additionally deeply liked:
- Forging relationships with different freelancers and marketers (they’re your pals, now not festival!)
- Gaining self belief on the subject of soliciting for cash.
- Getting driven out of my convenience zone (again and again!).
- With the ability to totally step clear of my industry for greater than 3 months when my dad passed on to the great beyond in 2019.
I knew from the get-go that freelancing would give you the freedom and versatility I sought after.
However I didn’t understand how a lot that may subject till my father were given unwell. Then, I were given to place the entirety else on this planet on dangle to concentrate on him, my circle of relatives, and my psychological well being after his loss of life.
Freelancing gave me the valuable present of time.
I additionally couldn’t expect how a lot expansion I might revel in as a small industry proprietor.
I’ve met extra other people and won extra wisdom within the closing 5 years than within the 30+ years earlier than!
Comparable: Must I Hand over My Activity to Freelance? [The Pros & Cons]
Demanding situations of Freelancing
Naturally, my adventure hasn’t been all chai lattes and impromptu naps. Regardless of most commonly taking part in the journey, I’ve additionally handled my fair proportion of demanding situations.
There were obtrusive problems, akin to:
- No longer having employer-sponsored advantages (particularly medical insurance and a retirement financial savings plan fit)
- No longer getting paid after I don’t paintings
- Having to navigate paying my self employment taxes (I like to recommend getting an accountant once you get started making actual cash.)
- Having to at all times hustle for brand spanking new and higher shoppers
- Budgeting with variable source of revenue (the banquet or famine phenomenon is actual!)
However I’ve additionally skilled some unanticipated hiccups, like:
- Dropping a couple of shoppers in a brief duration
- Having attainable shoppers categorical pastime in running in combination after which ghosting me
- Coping with tasks that didn’t play out as marketed
- Chasing bills for finished paintings (I assumed I would wish a legal professional to assemble a number of thousand bucks from a shopper. Thankfully, it didn’t come to that.)
My greatest takeaways from those demanding situations are regularly fostering connections on your community and getting all gig main points ironed out upfront and documented in writing.
That method, you’ll name upon your circle whilst you run into difficult instances, and there’s by no means any query about how a mission must pass.
Plus, you will have a criminal report to again you up if a deal is going incorrect.
Learn: Earlier than You Pass Freelance, Do Those Issues
If I Had To Get started Once more
If I needed to get started once more, would I do the rest another way? A part of me says no, however a part of me says hell sure!
At the one hand, I consider the entirety I’ve skilled has formed me into who I’m.
I love who I’m and suppose I’m precisely the place I’m meant to be (even if I’m nonetheless a ways from attaining lots of my targets).
However, however, I’m wiser now than I used to be then, and it will be great to make use of that perception to construct a greater industry sooner.
So, if we magically went again to February 2018, right here’s what I’d do:
- Write extra visitor posts — and write them faster. Doing so would possibly have helped place me as a private finance authority and ended in gig alternatives.
- Purchase fewer classes and take extra motion. I’ve bought extra classes about on-line industry than I care to confess, and plenty of of them take a seat unfinished and unimplemented.
- Broaden passive source of revenue streams as early as yr two. I’m nonetheless seeking to get a couple of of the ones tasks going. Had I began in 2019, I could also be accumulating a good sum of money from them via now.
- Paintings 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 commute is unattainable. However I’m seeking to take my very own hypothetical recommendation into account now!
Often Requested Questions
Right here are some things you’ll be questioning about:
How do you keep motivated to be your individual boss when such a lot of different issues might pull you away?
In fact – I haven’t at all times been nice at this. There were sessions the place I didn’t paintings just about up to I must have.
I will identify many causes for this (some reputable, others now not such a lot), however the hot button is that my motivation has waned now and again.
After I catch myself in a droop, I in finding that necessity and long-term targets propel me to motion once more. I want money to pay my expenses and fund the longer term I need, so again to paintings I am going!
Has synthetic intelligence (AI) modified your process, and are you apprehensive about it changing you?
Many freelance writers fear that AI gear like ChatGPT will ultimately exchange them. I don’t suppose that’s true.
AI can mixture and spit out data in an more and more logical method. However the computer-generated phrases lack nuance and storytelling.
Human writers can expand connections, stir feelings, and steered motion a ways higher than the digitally-created reproduction.
That stated, AI gear may also be helpful to writers. They may be able to lend a hand generate concepts for additional analysis.
Must freelancers have a couple of streams of source of revenue?
100% sure! When you’ve got a number of source of revenue streams, you cut back your chance of monetary bother when a number of dries up.
Alternatively, freelancing (generally) inherently supplies this buffer, anyway.
Every shopper or mission is a income. So, you’ll have to consider carefully about different source of revenue assets you’d like to include into your corporation.
In my view, I supply training products and services to new and aspiring freelancers in addition to pros seeking to turn out to be higher writers.
I’m additionally exploring the speculation of promoting printables and freelancing-related products.
Have you considered going/long past again to any W-2 paintings?
I maintained some part-time W-2 paintings for the primary a number of months after quitting my full-time process.
Doing so allowed me to keep my financial savings whilst I discovered a plan to earn cash going ahead. Alternatively, after I began getting numerous writing gigs, I hand over the ones roles to concentrate on my freelance industry.
Since then, I’ve admittedly pondered returning to a standard process every so often as a result of I on occasion omit the secure paycheck and advantages package deal I had within the company global.
I even were given deep into the hiring procedure with one corporate. Alternatively, after I consider the entirety I’ve won from self-employment, it turns into a no brainer for me to stick the route!
Will you shift to another small industry that you simply personal if you get bored of/burned out on what you might be doing now?
I will without a doubt see myself converting gears one day, which is any other superb reason why to domesticate further source of revenue streams.
Writing always generally is a grind, so I gained’t essentially do it full-time perpetually. Alternatively, I extremely doubt I will be able to ever go back to conventional employment.
How do you prevent “chasing” cash (taking up an excessive amount of paintings)?
Simply as there were instances after I labored too little, there were instances after I labored an excessive amount of.
After I in finding myself chasing cash, I take into accout why I took that sabbatical 5 years in the past: to find a solution to earn cash and reside my lifestyles.
I should by no means overlook (no less than for lengthy) that the second one section is a very powerful!
As my father ceaselessly stated, “You’ll be able to at all times make more cash, and you’ll’t make extra time.”
Do you construct in holiday time for your self? Do you will have set days off each and every week?
My time table is terribly versatile. I take time without work after I wish to or when lifestyles calls for it.
I attempt to paintings 4-5 days every week, however the days aren’t at all times the similar. I go away room for appointments, errands, occasions, sickness, or even mind fatigue.
Since writing is mentally taxing, I’m on occasion now not in the best headspace to do it.
After I take a holiday, I do one among two issues. I both paintings forward and inform my shoppers after I’ll be unavailable. Or, I’ll convey my computer alongside and write when everybody else is asleep. Each have labored neatly for me.
What are a few of your very best and worst moments/reports as a small industry proprietor?
Listed here are a couple of of my very best moments and reports:
- Incomes my first freelance bucks
- Exceeding my per thirty days company source of revenue
- Negotiating for more cash (this one by no means will get previous!)
- Assembly my freelancer pals in actual lifestyles
- Serving to different freelancers with their industry
- Talking at a convention
And listed below are a couple of of my worst:
- Chasing a shopper for $6,000 — and being made to really feel insignificant within the procedure
- Dropping profitable shoppers that I beloved running with
- Owing taxes after I in point of fact couldn’t come up with the money for to pay them
- Gazing web pages I wrote for stop to exist (there pass the ones hyperlinks in my portfolio…)
- Doubting my skill to care for and develop a industry (this sense creeps in periodically)
I’m certain that I’m forgetting many highlights and lowlights. However in reality, freelancing has given me greater than it’s taken, and it’s completely been a web achieve for my lifestyles!
Ultimate Ideas
I’m hoping this account of my adventure has given you a glimpse into what to anticipate as a freelancer — each now and within the years yet to come. However if you happen to nonetheless have questions, I’m an attractive open e-book. Be at liberty to e-mail me to speak store: [email protected]
Right here’s in your freelancing luck!
