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    Home»Artificial Intelligence»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

    Editor Times FeaturedBy Editor Times FeaturedJuly 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 obtained began, I assumed I had an thought of how issues would evolve. In some methods I used to be proper and in some methods I used to be incorrect. You’ll be able to learn concerning 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 below me. I nonetheless had many questions and, in reality, stated I’d write a brand new put up after some essential milestones (ahem, paying my first yr of taxes). So on this put up 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 quite a lot of sudden 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 nicely.

    How We Obtained to The place We’re At the moment

    In December of 2023 I launched my very own “solopreneur” enterprise. There we’re quite a lot of causes I went this route. Maybe the most important 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 searching for a brand new job for a number of months, however no one was hiring. I’m a Gen X-er and my era has been hit fairly exhausting 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 subject and but being considered as somebody who couldn’t be taught 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 special life for myself. My burnout and stress degree in company had actually gotten out of hand. It had gotten so dangerous that I had not been in a position to swallow stable meals for months. I’d frequently 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 alter 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. Nevertheless, 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 reside, that means work is the factor that I do so as to afford my life. I do NOT reside to work. Some individuals do. Some persons are comfortable being fully chained to their desks, having themselves and their existence tied to their jobs. Some individuals simply actually get pleasure from engaged on an issue morning, midday, and night time. I’m not considered one of them. I’ve a household that wants me, mates I like to hang around with, and I’ve hobbies I get pleasure from. And I wasn’t attending to do any of that. After one significantly dangerous day at work, I got here to the belief that I might truly create that work setting I used to be searching for relatively than making an attempt (in useless) to search out it.

    One other issue that stored 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 definitely concern in going into this. I considered working for a corporation as being the one potential steady earnings. And but we have now not too long ago seen company layoff after company layoff so as to attempt to save the corporate a little bit more cash and make the shareholders comfortable. (Temporary apart: do you bear in mind when Wall Road used to punish corporations who did that??? Ah, the nice ole days.) We have now even seen the traditionally extremely protected US authorities jobs develop 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 through a LinkedIn put up to allow them to know what I used to be doing to attempt 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 exchange 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 increase 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 schooling or attend a convention that I had been requested to talk at, and so on.) at the moment are lengthy prior 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 stable 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 reside 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 health insurance is costly. And, in reality, its value retains many individuals from freelancing.

    We’re lucky in that my partner’s seasonal job affords us medical insurance in the course of the season (the winter ski season). Nevertheless, that season is just 7 months of the yr. Because of this 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 in the course of the off season. For these not acquainted with COBRA, it’s a US regulation that enables individuals to quickly keep on their medical insurance following the top 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 my partner’s firm…definitely 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 fitting determination.

    This yr, we determined to go onto the open market, which you might be 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 type of.) This brings our month-to-month invoice to about $1000/month for the entire household.

    Whereas it appears apparent that this might be the higher selection, there are literally quite a lot of issues to contemplate with this determination. For instance, whereas the month-to-month premiums are much less on the open market, the protection is nowhere close to pretty much as good as what we have now in the course of the season. Ought to you end up on this scenario, I strongly suggest speaking with an precise insurance coverage dealer to go over the professionals and cons of every method. Additionally, it is vitally essential that stated dealer be positioned in your space. We talked with individuals within the closest main city (which is 2 hours away) who had no thought 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 continuously outdated and are advertising and marketing instruments: they know you wish 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…

    Photograph by Jon Tyson on Unsplash

    Taxes

    Let me start this part with the essential caveat: I’m not an accountant or an lawyer. Every part 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 not stress strongly sufficient how essential it’s to arrange your small business correctly so as to receives a commission and pay taxes as you want 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 have a look at the commonest enterprise buildings for freelancing work: LLCs and S-Corps. You will need to take into account establishing below considered one of these buildings as a result of they offer you authorized legal responsibility safety. The very last thing you need is a few upset consumer making an attempt 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 earnings is subjected to self-employment tax, which is round 35%. Usually talking although, LLCs are straightforward 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 simply solely pay the self-employment tax in your wage, not on distributions. (Once more, seek the advice of with the professionals to be taught the ins and outs of that bit!)

    I made a decision to go the simple LLC route. However no matter what you resolve, listed below are the issues I realized from now having truly achieved my taxes for a yr on this modality.

    1. You have to to file quarterly estimated funds in your earnings. If you end up in company, your employer takes taxes out of each paycheck. Whenever you work for your self, that isn’t true. It’s good to make funds 4 instances per yr. Your accountant may also help you’re employed out what these funds might be.
    2. ALWAYS preserve your small business 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 apart from enterprise bills! Don’t use your private accounts for enterprise bills. Belief me: this can 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 proper software program selection from #3 will assist them do that. Primarily, what you might be making ready in it is a full accounting of your small business’ earnings, bills, value of products bought, and so on. With the right software program linked to your small business 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. Preserve. Receipts. For. EVERYTHING. What you are promoting bills are tax deductible. So is what you might be paying out of pocket on medical insurance. For those who get audited, you’ll completely want these items. Get within the behavior of simply doing it.

    Keep in mind that as your small business turns into extra sophisticated, so do your taxes. For instance, I acknowledged that my enterprise is a sole proprietorship LLC, that means I’ve no different workers. Over the previous yr I’ve had a number of individuals attain out to me asking if I might rent them into my enterprise. There are important tax implications in doing so and, as typical, 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 essential it’s to preserve your small business and private funds separate. The solely time cash ought to combine from your small business 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 must attempt to create Schedule C from a complete sequence of financial institution accounts, weeding by what have been precise enterprise bills and what have been private. And belief me…you wish to preserve your accountant comfortable!

    Concluding Ideas

    There are various methods to start out freelancing. You could be lucky to find a method 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 exchange your wage instantly. Or, like me, you would possibly get thrown rapidly into it full time. No matter the way you get there, these are two of the most important hurdles it’s essential to overcome to turning into profitable in freelancing.

    The insurance coverage query is doubtlessly going to be altering quickly because of the 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 on the subject of funds instantly.

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

    Photograph by Kristina V on Unsplash



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