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On the Side or All the Way?

Collis Ta'eed

Freelancing on the side while working a regular 9-5 job is both a handy way to get your freelancing business started as well as a useful trick for earning extra cash without the stress of giving up your day job. For myself, doing the odd job here and there was how I started even thinking about freelancing. As it became obvious that there was enough work to keep me afloat I gave my old employer a ‘thank you very much and see ya later’ and off I went to full time freelancing freedom. Here are some of the pros and cons of moonlighting on the side that I found during my time:

What’s Great About Freelancing on the Side
  • You Get to Test the Waters
    Giving up the security of your day job can be a bit frightening. When you work for someone else it’s their responsibility to bring in the clients, get you the jobs and pay you when not much is afoot. As a full time freelancer you’ll be inheriting all that and more. But the great thing about freelancing on the side is that you get to test the waters before you completely give up the security of your job. A little like wearing floaties on your first trip in the pool. If it doesn’t pan out and you turn out to be an awful swimmer well those little balloons of air will make sure you don’t get into too much trouble, and if you’re the next Ian Thorpe then you can quickly slip out of them and splash away.
  • You Get to Take Holidays
    I don’t know if all freelancers are like me, but I have a hard time taking holidays. There hardly ever seems to be a good time to do it, someone’s project is always due and if you don’t have any jobs on then you’re probably freaking out about your impending poverty. This is not the case for part-time freelancers, for they can always free up some time by turning away jobs with the luxury of knowing that they still have an employer who will actually pay them to relax… Did I mention that I miss paid holidays?

  • Build a Portfolio and Stable of Clients for Future Full-Time Freelancing
    When I left my last job, my employer made it clear that I was not to pass off their work as my own when bidding for new jobs, in particular on my new freelancing website. Not all employers do this and for some industries it’s not an issue at all, but if you are a designer in particular this can be a significant drag as any portfolio pieces you might have look rather lonely. Working on the side however meant that I had already managed to put together a few reasonable designs to show off and they were to form the core of my future portfolio.

    Whatever industry you are in, freelancing on the side does ensure that you have a few regular clients already before you jump into full-time freelancing. This takes some of the early pressure off you to get clients as fast as possible.

  • Cash Up
    Who ever feels they earn enough? I never did, that’s for damn sure. Working for the man left me with plenty of time to think about things like ‘raises’ and ‘bonuses’, but somehow they never came quite fast enough. Freelancing on the side however is a neat way to tap into some extra cash for that holiday, car or just to start your new freelancing business
What To Watch Out For
  • Whoops there goes your free time
    Oh you wanted a full-time job, freelance work AND time to have a life? Well more often than not that is a hard act to achieve. Freelancing on the side naturally sucks up your evenings, weekends and when I used to do it, my early, early mornings! If you think free time is overrated then this probably isn’t a big deal. In fact it might be a good taste of what full-time freelancing can be like.

  • Don’t get caught doing it at work
    I doubt there’s a freelancer alive who didn’t try to squeeze in a bit of their own work while at the office supposedly doing the man’s work. Certainly I used to use my ‘lunch breaks’ to finish off the odd job, but this can have consequences. Your employer starts wondering why you take so long, your stress levels go up as you invent increasingly more complex schemes to make yourself look like you’ve been working when you haven’t and you become all too familiar with “Alt-Tab” to switch between windows away from client work you weren’t meant to be doing.
  • No pressure release valves
    I’ve always believed in the concept of what I call ‘pressure valves’. When you have way too much work to do, its nice to have something you can do to take the pressure off. For me this usually means working on the weekend. Knowing that I have a weekend or a night up my sleeve means that I can relax in the knowledge that if I somehow don’t finish my Monday-due project by Friday afternoon that it’s not the end of the world. As an on-the-side freelancer though you have far fewer pressure valves since you’re already using those times to do the jobs anyway. So if you accidentally bite off more than you can chew - something not uncommon to freelancers - then you may find that less sleep and a timely ’sick day’ are the only cards you have left to play, and that’s no fun.

  • Clients don’t always want to talk outside of office hours
    Most clients (rightly) see the hours of 9 to 5 as those to be used for doing business. Most on-the-side freelancers see the hours of 9 to 5 as the hours when they need to switch off their mobile phone, not check their other email address and at least maintain the facade of working for someone else. This inevitably causes problems. Personally I hated having hushed conversations in corridors while I hurriedly tried to placate my client and get him off the phone before a too-curious co-worker realised what I was up to. Some office environments don’t care if you run your freelance communications through them, but these are relatively few and far-between.
  • A Bit of the Worst of Both Worlds
    There is good and bad about working for the man and freelancing, when you part-time freelance you get a bit of the worst of both. Not only do you have to find clients, be responsible for the jobs, worry about invoicing and quoting and all that malarkey, but hey you also have to show up on time to work, do what someone else tells you to do and put up with all the other annoyances of working in an office.

So there you have it, my take on part-time freelancing. I’ve added a poll to this post, so vote now and tell me whether you do it on the side or all the way with Stephanie K!

Leave a Comment
  1. I always knew that freelancing was my long-term career goal, but it was’t until I found myself in a job which had a fixed-term contract that I found the confidence and drive to give it a go.

    It was a great job which gave me the opportunity to further develop my skills there, but I realised that I could use the end of the contract as a specific goal to work towards in getting my freelance career started. It also meand that I could be upfront with my employer about my future plans - which they were very supportive of. Knowing that I didn’t need to focus on climbing the career ladder with that employer, I was able to focus on developing my plans, building contacts and other things like getting a website set up.

    Although I didn’t undertake freelance work at the same time as my employed work, towards the end of the contract I used some of my holiday time to properly focus on finding clients and completing my first freelance projects.

  2. Yep, moonlighting during the day job can be stressful especially on serious deadlines…

    ..avoid at all costs. Jump ship as soon as you can and swim to the island of freelancia as fast as you can before the sharks get you

    db

  3. Amen!

    Freelancing on the side is a TOTAL NIGHTMARE.

    You can and will get yourself into a situation where you’re working late for a deadline, turning up to work late and tired as hell, getting reprimanded for your less than average performance, then coming home to work late on that deadline again.

    It’s truly the worst working situation I’ve ever been in, and I highly recommend people in this boat make the decision to jump ship (or not) very quickly. If you don’t you could end up getting canned unceremoniously, only to discover that without regular work it’s hard to survive.

    Where possible, I’d suggest moonlighters discuss the situation with their employers. Of course this will make them ask questions, but it’s either going to end up with one of two things happening:

    1. They say ‘cease and desist’.
    2. They don’t mind - as long as you’re not doing it on work time and there are no conflicts of interest (transparency’s important here).

    At the end of the day, if either of these things happen, if you’re good at what you do, you’ll end freelancing full-time anyway ;)

  4. I’ve never had any problem freelancing on the side… In fact, I’d been doing it for 14 years before I went full-time freelance in October 06. Maybe it’s just because I had lots of practice! ;)

  5. I don’t think freelancing is well practiced but I think employees should value the ethics of his full-time job.

    Rajesh Shakya
    http://www.rajeshshakya.com

  6. Hi Freelancing World!
    Freelancing on the side is great for who have children too!
    It´s my case…

    We discuss this a lot on http://www.carreirasolo.org blog, a brazilian hub for freelancing. Check it out!

  7. I’ve been moonlighting for the last 2 years or so. Before that, I was a fulltime freelancer. I enjoy the freedoms they both offer.

    As a fulltime freelancer I was able to set my hours and take care of my newborn.

    Moonlighting allows for an alternative income source. The key is to manage my workload. I don’t let myself get so busy that I don’t have free time or my weekends. But, this is a temporary thing. I will be a fulltime freelancer again by the end of year or early next year for good.

  8. I have been freelancing on the side for a few years, but I rarely take on more than one small project at a time. so far it hasn’t been a conflict, but i’ve not revealed that i do it to my employer.

    my ultimate goal is to go full time freelancing eventually, but at this point the full time security and benefits are important in my life. i work for great people and i’m not ready to give that up yet! but i do enjoy the extra income that freelancing can bring in.

  9. That’s was definitely a very interesting read.

  10. My first few days when I went freelancing full time, I remember sitting at my fav coffee shop and feeling really scared. I kept thinking, “What did I just do?”

    I admit, the first two to three years was crazy and inconsistent. But then it got better. That was about 17 years ago.

    Working full time and freelancing I imagine would be really tough if not painful sometimes. I know very few who can make it work whilst maintaining their sanity. LIke my Pappy always says, “When you sit on the fence, you get shot by both sides.”

  11. I just graduated college and at the start of my last semester, I began picking up freelance gigs left and right. By the end of the semester, school was the last thing I had time for, although I was able to successfully graduate and get it done. Now that that’s said and done I’m able to focus on freelancing 100% and I’m loving everyday of it. I currently hold a part-time freelance gig with a company 3 days a week, so that is my steady income. My other 5 side projects in the works right now add to the mix to consider myself a full-time freelancer.

    My only predicament at my part-time gig is that the pay is not what it should be, I do the job of several positions, and I still have to come into the office and report to boss. Overall it’s not all that bad because I can still conduct outside business, and the job has been great for new leads for new clients.

    My biggest decision I have to make within the next couple months is: do I take a full-time job for steady income so I’m guaranteed to make what I need to pay back massive college loans and pay the bills, all while maintaining some freelance projects on the side? Or do I stay full-time freelance and hope the new business keeps coming? Anyones advice on this is appreciated! =)

    - Collin

  12. Great post. I’m planning to slowly wade in to the shallow end of freelancing later this summer, whilst continuting my ‘proper’ job. Luckily I have a fairly flexible employer so I won’t have to hide anything from them or swtch my phone off etc.

  13. Personally, I’m preparing to become a teacher at a university, and I wanted to do something on the side to earn a little income, since teachers don’t make much cash, and I’ll also have to pay for textbooks and crap (I’m teaching while I get my M.A) so that’s why this is good for me. Plus, I’ve always seemed to have a gift with things like Powerpoint, resumes and speeches, so why not put that to use while I teach?

    And when it comes to doing work on their time…obviously I can’t do anything while teaching, but few people ever go to office hours….

  14. I can’t say that freelancing on the side is a nightmare but it sure can be exhausting. The one thing that annoys me about it, is that I like to talk to clients on the phone and because I don’t leave my day job until at least 6 p.m., then that poses a problem because then I can’t talk to my freelance clients.

    Overall I love it though, because the things that I learn in my day job, I can use while freelancing and use my own creativity to work on more things that I like.

  15. I currently work full-time for a salary and also freelance on the side, and I have discovered the magic ingredient to make it all work: caffeine.

  16. I went “all the way”, but a common mistake that freelancers make (and that I made once) is to lowball their rates in the hope of getting the assignment. Aside from making it harder to make ends meet, some contracts may pass you by, if they take that low quote to mean low quality or just a sign of inexperience.

    Of course, the alternative scenario is someone who bills at rock-star rates and gets dumped quickly when they are not delivering rock-star output.

    So, my advice would be to make sure you do some serious research and know your worth, and don’t sell yourself short… here’s a related blog posting:
    http://fridayreflections.typepad.com/friday_reflections/2007/05/do_you_know_you.html

  17. I find that I get sick of not having health insurance and get back on the money train for a few years. About 6 months in, remembering why I left, I start heading back to freelance.

    Looks like I finally cut the cord now but I still long for the low stress and 401k of a real job.

    xto
    http://www.ChristopherHudson.com

  18. Just a question. When you say holiday, do you mean an american, “I get monday off” or do you mean the european, “I get ten months off to go to the beach” holiday?

    According to my uniformed opinion Europeans would have the upper hand either way.

  19. It now occurs to me that you might be from Australia, which is basically Europe.

  20. Interesting article, good reading

  21. This article rings very true with me too. Straight out of Tertiary education I thought I could take on the world with being a freelancer. But my lack of experience soon nibbed me in the butt.

    Now I have a full time job and do freelance work on the side. I feel this way (for now) will give me the experience and knowledge of how to go at it on my own in the future, which I’m looking very much forward to. Working for the “man” can be very tedious at times.

  22. lol, how true that all sounds to me at the moment.

    I personally work part time and freelance with my business the other time and you are spot on with all those points especially working through lunch time and getting caught ‘alt + tabing’.

    I think doing half half is the best as you know you have some consistent money coming in and you get some days off to work on your business…

  23. I’ve seen a lot of part time jobs for like 20 hours a week. Does anyone have a gig like this _and_ do freelancing? I mean is it better to have a steady part time job (steady income) and do freelancing on the side. I’m imagining working in the office 8am to noon, and then freelancing the rest of the day. Anybody doing that? Could you tell me/us what that’s like?

    _Lance

  24. @ Erik, in which universe does the “Europe” you speak of exist? ;o)

  25. I’ve been doing freelance on the side and working at a FT job for about 1 year and a half, and I’m starting to burn out, particularly because I have a wife, child and 5 month baby to worry about - if I was single, I’d probably have made the jump by now.

    This post really hit home with me, and thankfully I have deal I’m trying to work out with a firm who wants to hire me on 2 days a week and supports my freelance. I hope it happens soon!

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