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    Home » What I Learned in my First 18 Months as a Freelance Data Scientist
    Artificial Intelligence

    What I Learned in my First 18 Months as a Freelance Data Scientist

    ProfitlyAIBy ProfitlyAIJuly 9, 2025No Comments13 Mins Read
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    It has been almost 18 months since I began up my freelancing profession — I can hardly imagine it! Once I first bought began, I assumed I had an concept of how issues would evolve. In some methods I used to be proper and in some methods I used to be improper. You may learn in regards to the early days of my freelancing in my first and second posts on the topic. In these weblog posts I used to be simply beginning out and getting my toes beneath me. I nonetheless had many questions and, in actual fact, mentioned I’d write a brand new submit after some essential milestones (ahem, paying my first yr of taxes). So on this submit I’m trying to fill in a few of these gaps that I couldn’t reply a yr in the past. However I even have realized a whole lot of surprising issues over the previous a number of months, significantly as I’ve met with extra people who find themselves both already freelancing or are contemplating it. So I wished to seize that info as effectively.

    How We Acquired to The place We’re Right now

    In December of 2023 I launched my very own “solopreneur” enterprise. There we’re a whole lot of causes I went this route. Maybe the largest of them was that the job market on the time was fairly horrible (and it’s even worse as I write this text). I had been in search of a brand new job for a number of months, however no one was hiring. I’m a Gen X-er and my technology has been hit fairly onerous by tech layoffs and the rampant ageism that’s common among tech companies. It was a tough tablet to swallow having over 20 years of expertise within the area and but being seen as somebody who couldn’t study and adapt to the ever-changing tech panorama.

    Picture by creator with ChatGPT-4o.

    On the similar time, I additionally actually wished to craft a unique life for myself. My burnout and stress degree in company had actually gotten out of hand. It had gotten so unhealthy that I had not been in a position to swallow strong meals for months. I’d recurrently get hives and cellulitis requiring medical intervention, significantly if I had to enter the workplace. I wasn’t sleeping, I wasn’t doing something exterior of labor like hobbies (as a result of I used to be at all times at work and even once I wasn’t, I couldn’t unplug), and my psychological well being had actually taken a nostril dive. I knew one thing wanted to vary and, for a very long time, had purchased into the fallacy {that a} “change” can be to discover a totally different firm to work for. Nonetheless, in interview after interview throughout my profession, I found it was fairly uncommon to discover a place that shared my views on work and its relationship to life. I work to stay, that means work is the factor that I do to be able to afford my life. I do NOT stay to work. Some folks do. Some individuals are blissful being fully chained to their desks, having themselves and their existence tied to their jobs. Some folks simply actually take pleasure in engaged on an issue morning, midday, and night time. I’m not considered one of them. I’ve a household that wants me, buddies I like to hang around with, and I’ve hobbies I take pleasure in. And I wasn’t attending to do any of that. After one significantly unhealthy day at work, I got here to the conclusion that I might really create that work setting I used to be in search of moderately than attempting (in useless) to seek out it.

    One other issue that saved me tied so lengthy to company work was the truth that I’m the first (and generally sole, since my partner works a seasonal job) breadwinner for my household. So there was actually worry in going into this. I seen working for a corporation as being the one potential steady revenue. And but we’ve got lately seen company layoff after company layoff to be able to try to save the corporate somewhat more cash and make the shareholders blissful. (Temporary apart: do you bear in mind when Wall Road used to punish corporations who did that??? Ah, the great ole days.) We’ve even seen the traditionally extremely protected US authorities jobs change into plagued with layoffs. So I humbly counsel that this view of company employment as being “protected” is simply an phantasm.

    So in dialogue with my partner, we determined that I’d go solo. I created an LLC to tackle work and reached out to my community by way of a LinkedIn submit to allow them to know what I used to be doing to try to drum up enterprise.

    Quick ahead 18 months. I’ve been fortunately employed within the freelance world with a small handful of shoppers. Working with my community, I used to be very lucky in that I used to be in a position to simply substitute my company wage. Higher but, I’m doing it by myself phrases. The issues I hated about working in company (meaningless efficiency critiques for a elevate lower than the rise in the price of dwelling, ridiculous required “don’t stare into the solar” trainings, asking permission to do essentially the most mundane of issues like purchase a e book for my persevering with training or attend a convention that I had been requested to talk at, and so on.) at the moment are lengthy up to now. Good riddance! And I’m additionally happy to report that I did handle to get my well being (psychological and bodily) again in test. It took a couple of months, however I started to have the ability to swallow strong meals and began dwelling my life once more.

    Picture created by creator with ChatGPT-4o.

    Well being Insurance coverage: The 800 lb. Gorilla within the Room

    What follows goes to be a really US-centric perspective on freelancing. I envy these of you who stay in nations that offer you medical insurance. Right here within the US, the place I’m presently based mostly, we’re not as lucky. Medical insurance is costly. And, in actual fact, its price retains many individuals from freelancing.

    We’re lucky in that my partner’s seasonal job provides us medical insurance throughout the season (the winter ski season). Nonetheless, that season is barely 7 months of the yr. Which means that we had to determine what to do for the opposite 5 months. Throughout my first yr working as a freelancer, I needed to have knee surgical procedure whereas nonetheless on that insurance coverage. This meant that I had reached my most out-of-pocket (OOP). We determined that we might put the household on COBRA throughout the off season. For these not accustomed to COBRA, it’s a US legislation that permits folks to briefly keep on their medical insurance following the tip of their employment as long as you pay your full month-to-month premiums, together with the portion paid by your employer. We had respectable insurance coverage by way of my partner’s firm…actually not C-suite degree insurance coverage, however fairly good. For our household of three (my partner, myself, and my teenager), this got here out to $3000/month. Sure, you learn that proper. It made sense on the time with the above logic, however had we actually sat down and calculated out how a lot it saved us by me being at my most OOP, it actually wasn’t the appropriate determination.

    This yr, we determined to go onto the open market, which you’re allowed to do exterior of the open enrollment interval with a qualifying life occasion. (The tip of my partner’s seasonal job is taken into account to be a kind of.) This brings our month-to-month invoice to about $1000/month for the entire household.

    Whereas it appears apparent that this could be the higher selection, there are literally a whole lot of issues to think about with this determination. For instance, whereas the month-to-month premiums are much less on the open market, the protection is nowhere close to nearly as good as what we’ve got throughout the season. Ought to you end up on this state of affairs, I strongly suggest speaking with an precise insurance coverage dealer to go over the professionals and cons of every method. Additionally, it is vitally necessary that mentioned dealer be situated in your space. We talked with folks within the closest main city (which is 2 hours away) who had no concept which healthcare suppliers actually settle for sure insurance coverage in your space. Professional tip: simply because the insurance coverage supplier’s webpage says a sure physician is in community doesn’t make it so! These webpages are often outdated and are advertising and marketing instruments: they know you need to see that a complete ton of medical doctors are lined in your space, even when they aren’t accepting that insurance coverage anymore! Ask me how I do know…

    Picture by Jon Tyson on Unsplash

    Taxes

    Let me start this part with the necessary caveat: I’m not an accountant or an lawyer. All the pieces I’m about to say right here relies on my expertise and is my opinion. And, once more, that is all going to be coming from a US perspective. DO NOT PURSUE A CAREER FREELANCING WITHOUT TAKING TO PROFESSIONALS IN BOTH OF THESE ARENAS!!!

    OK…now with that out of the best way…

    I can’t stress strongly sufficient how necessary it’s to arrange your corporation correctly so to receives a commission and pay taxes as it is advisable to do. In dialogue with my tax accountant and lawyer again once I was getting began, we determined that my firm would initially be arrange as a single-member LLC. Let’s break that into items.

    First, let’s take a look at the commonest enterprise constructions for freelancing work: LLCs and S-Corps. It is very important take into account organising beneath considered one of these constructions as a result of they offer you authorized legal responsibility safety. The very last thing you need is a few upset consumer attempting to return after your private belongings as a result of they’re sad together with your work!

    There are tax implications on which of those choices you select involving what portion of your revenue is subjected to self-employment tax, which is round 35%. Typically talking although, LLCs are simple to arrange and don’t require company formalities like board conferences, company resolutions, and so on. S-Corps require extra formality, however the profit there may be that you just solely pay the self-employment tax in your wage, not on distributions. (Once more, seek the advice of with the professionals to study the ins and outs of that bit!)

    I made a decision to go the simple LLC route. However no matter what you determine, listed here are the issues I realized from now having really completed my taxes for a yr on this modality.

    1. You’ll need to file quarterly estimated funds in your revenue. When you find yourself in company, your employer takes taxes out of each paycheck. Once you work for your self, that isn’t true. It’s good to make funds 4 instances per yr. Your accountant might help you’re employed out what these funds might be.
    2. ALWAYS maintain your corporation funds 1000000% fully separate out of your private funds! This implies you’ll want to have a enterprise banking account and you’ll pay your self (known as “taking a draw”) from that account. Have a debit card related to that account. Don’t use that card for something aside from enterprise bills! Don’t use your private accounts for enterprise bills. Belief me: this may prevent a TON of time at tax season!
    3. Get no matter bookkeeping software program your accountant recommends and provides them entry to your books. In my case, my accountant prefers Xero. This software program permits full adjudication of the books.
    4. Your accountant might be making ready a 1040 Schedule C (“Revenue or Loss From Enterprise”) for you. The right software program selection from #3 will assist them do that. Primarily, what you’re making ready in it is a full accounting of your corporation’ revenue, bills, price of products bought, and so on. With the correct software program linked to your corporation banking account (and assuming that the solely factor you do in that account is enterprise associated, proper???), that is basically ready with the clicking of a button.
    5. Hold. Receipts. For. EVERYTHING. Your corporation bills are tax deductible. So is what you’re paying out of pocket on medical insurance. If you happen to get audited, you’ll completely want this stuff. Get within the behavior of simply doing it.

    Keep in mind that as your corporation turns into extra sophisticated, so do your taxes. For instance, I said that my enterprise is a sole proprietorship LLC, that means I’ve no different staff. Over the previous yr I’ve had a number of folks attain out to me asking if I might rent them into my enterprise. There are vital tax implications in doing so and, as traditional, I like to recommend speaking together with your accountant about them.

    If there was one piece of recommendation I must get began proper it will be this: I actually can’t emphasize sufficient how necessary it’s to maintain your corporation and private funds separate. The solely time cash ought to combine from your corporation checking account to your private one is while you pay your self. This can make your tax life infinitely simpler when your accountant doesn’t need to try to create Schedule C from a complete collection of financial institution accounts, weeding by way of what had been precise enterprise bills and what had been private. And belief me…you need to maintain your accountant blissful!

    Concluding Ideas

    There are lots of methods to start out freelancing. You is perhaps lucky find a strategy to get began as a aspect hustle the place you don’t have to fret but about discovering insurance coverage but or needing to totally substitute your wage instantly. Or, like me, you may get thrown rapidly into it full time. No matter the way you get there, these are two of the largest hurdles you could overcome to changing into profitable in freelancing.

    The insurance coverage query is doubtlessly going to be altering quickly as a result of politics within the US proper now and the uncertainty across the open market. As for taxes, I like to recommend rapidly adapting the mindset that you’re an official enterprise, particularly if you’ll go all in and freelance full time, and set up enterprise formalities in terms of funds instantly.

    I’ve been very lucky in that issues have been taking off for my enterprise as I study extra in regards to the wants of these fascinated with contracting with me. So hopefully I’ll have an replace quickly about some new methods I’m trying to develop my enterprise!

    Picture by Kristina V on Unsplash



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