Exposed: The Pros and Cons of Freelancing


flasher

Freelancers will often tout the benefits of freelancing. Just as much as people working full-time might do the same (It’s true! Some people love their jobs!) Startup entrepreneurs will rant and rave about the benefits of starting companies and working at startups. Assuming we like what we’re doing, we’ll promote it as “the way to go” and happily list numerous reasons to support our argument.

So what are the pros of going freelance?

Freelancers will rattle off a number of them as “accepted truths” – but let’s look at things a bit further.

The Pros of Freelancing

  1. You get to be your own boss. This is 100% the case…until you land your first client. Then say a big happy hello to your new boss! Many freelancers do have more control over their work lives than people with day jobs, and this certainly can be a pro to freelancing, but oftentimes this argument is taken a few steps too far. Clients are bosses (regardless of how badly you want to call them “partners”) and they can be as, or more demanding than anyone else.

    If possible, freelancers will gain the ability to set their own work schedule, determine their workload, and have more control over their careers. So there is a certain element of “being your own boss” that’s attainable through freelancing.

  2. The money is better. Many people choose to freelance in order to work less hours, in which case it’s very hard to argue that the money is better. For those that are planning to freelance full-time they’ll often cite this as a significant pro to freelancing.

    Your hourly rate should be higher as a freelancer. And if you were doing billable work 100% of the time, you should be making more money. But this is where you may run into issues. I always think about cab drivers in this circumstance. Cab drivers (in Montreal) make somewhere around $40-$70/hour based on the rate per minute or kilometer. That’s not too shabby…except for the fact that cab drivers aren’t collecting fares 100% of the time.

    As a freelancer, you can’t possibly bill for 100% of your time. You’ll be doing sales (unless it all comes in as referrals, in which case you still have to do a certain amount of negotiation, pre-project legwork), administrative work, etc. Keep that in mind when you’re thinking about the bags of money you envision hauling to the bank vault.

  3. You get to work on a variety of projects. This is very often the case. And for many this is an exciting prospect. Even more exciting is the possibility of choosing what projects you get to work on, as opposed to having a boss handing them to you. Just remember: With variety comes uncertainty. Will the new client be reasonable? Will they pay? Will you be stretching yourself too thin? For some, uncertainty is the spice of life (or at least one of them), but it’s important to realize its potential impact.

    If you get to the point where you can pick & choose projects, this can be a huge advantage. But it takes time to get there. When first starting out, you may be accepting projects that are less worthwhile, interesting or rewarding (personally and cashflow-wise.)

  4. You get to work from anywhere. For many freelancers, the appeal of working from home (or the cafe nearby) is too hard to resist. And I certainly see the appeal. But working from home is not without its challenges. You need a good office setup. You need to minimize distractions. You may get roped into doing chores around the house which you previously escaped from since you weren’t around! And you might become isolated. Oftentimes when people return to the world of day jobs from their freelance careers they point to a need for more camaraderie, and a greater opportunity to work with, and socialize with others.

    If you are working at a day job and having the freedom to work anywhere (or at least from home) is important to you, I’d suggest you negotiate telecommuting time. More and more employers are amenable to this type of work setup.

My goal isn’t to burst any bubbles, only provide a perspective that may differ from what many freelancers espouse. Let’s take a look at some of the cons of freelancing

The Cons of Freelancing

  1. You do less of what you really like doing. That’s a pretty broad statement, and certainly won’t apply to everyone. In your day job you may be doing very little of what you really enjoy. But, when it comes to freelancing, there’s no doubt that you’ll do a fair amount of work outside of your expertise, in order to maintain and build your business. Think: Business setup, taxes, accounting, bookkeeping, sales, marketing, contract negotiations, project management, etc. Even worse, wait till a client doesn’t pay on time and you have to hound them — collections is miserable.
  2. You have to manage yourself. Some might consider this a pro, but freelancers will often talk about the need for a ton of self-discipline. More than that, freelancers have a huge amount of responsibility resting on their shoulders. The buck stops with you. There’s nowhere to hide. You can’t blame office politics, bad bosses or co-workers, or anything else. It’s much more difficult to have a bad day or even take time off (ask freelancers if it’s harder to go on vacation…) because of the responsibility to keep things chugging along.
  3. You have a lack of security. This is one of the most common “cons” people will point out about freelancing. There are three issues when it comes to security: job security, income security and.

    Personally, I don’t believe in job security. Unless you’re part of a union, you don’t have a lot of job security. And to rely on job security as a means of keeping your job is a good way of finding yourself unemployed in a hurry.

    So I don’t consider the “security” offered at day jobs to be much of a pro versus freelancing except when it comes to the steadiness of the income generated. Freelancers need to plan for uneven income. And this goes beyond having some money saved. Think about when your prospects set their budgets and spend their money. Map out month-to-month your busy and slow times, so in following years you’ll be more prepared.

    Freelancers also have a lack of security when it comes to health benefits. Simply put, freelancers are at a disadvantage when it comes to benefits, pensions, and other rights given to full-time employees. Recently in Quebec (and perhaps in all of Canada), they changed the rules governing maternity and paternity leave, so that freelancers could take paid leaves just as employees can. But in most places around the world, those types of benefits are not given to freelancers.

  4. You don’t own your work. This is the biggest con of being a freelancer. You’re doing work for someone else, and when you’re done, it’s handed over and that’s that. You retain the knowledge gained, and you may even be given some rights to reuse work you produce for a client, but ultimately you don’t own it. You will most likely not gain any future value from the work (although there are opportunities to negotiate equity deals for work, etc.) Still, it’s not really yours any longer.

    As a result, you’re not building up any equity or long-term value as a freelancer. Your rates might go up. You might get more work. You might earn more money. But at the end of the day you’re still a mercenary going from contract to contract, hand-to-mouth.

    This is why I’m an entrepreneur more than a freelancer or consultant. By starting a company I’m creating the opportunity to build value in something beyond just myself. I want to own what I do (or at least a piece of it) so that there’s something more tangible to hold onto at the end.

Deciding to go freelance is a major step. It has personal and financial implications that go beyond “simple” benefits like working from home, or setting your own schedule. You need to go into freelancing with your eyes open, aware that it’s not the panacea some claim it to be.

The pros of freelancing are attainable, but they’re goals not givens. If you succeed, then you will be working on projects you’re passionate about, you will be setting your own schedule, you will be making more money. Those opportunities exist, but like starting a new company, the amount of personal, emotional and financial investment can be extremely high and needs serious thought.

photo by FlyingFox

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October 31, 2007 Posted in Entrepreneurship by

  • http://www.welcometothecarolinas.com laura

    Yes!! I just quit my corporate job and starting free lancing. My old boss actually hired me to do some work for them, and at a higher pay to me!!

  • http://www.welcometothecarolinas.com laura

    Yes!! I just quit my corporate job and starting free lancing. My old boss actually hired me to do some work for them, and at a higher pay to me!!

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  • http://defensio.com Carl Mercier

    Freelancing is definitely not for everyone. I know people who tried but simply could not motivate themselves to do anything.

    Working from home is known to lower motivation for some people. I know it does for me. Thank god, we have a real office now and I’m at least twice as productive!

  • http://defensio.com Carl Mercier

    Freelancing is definitely not for everyone. I know people who tried but simply could not motivate themselves to do anything.

    Working from home is known to lower motivation for some people. I know it does for me. Thank god, we have a real office now and I’m at least twice as productive!

  • http://www.comparemycellphoneplans.com Paul

    I like your post. I believe in freelancing very much. I used to freelance alot of part time jobs. You make good money.

  • http://www.comparemycellphoneplans.com Paul

    I like your post. I believe in freelancing very much. I used to freelance alot of part time jobs. You make good money.

  • http://arizonaegg.blogspot.com Arizona Egg

    Freelance is great as long as you know how to manage your time, while you manage yourself manage your time, if you understand what i mean. Since your fate is truly in your own hands the only way to be successful is to be a driven person. So if you are not self motivated, freelancing is not for you. As for me, i enjoy freelance work because I love to dictate my own schedule. You never know when Google takes over the world and we lose that freedom so I cherish it while I can get it…

  • http://arizonaegg.blogspot.com Arizona Egg

    Freelance is great as long as you know how to manage your time, while you manage yourself manage your time, if you understand what i mean. Since your fate is truly in your own hands the only way to be successful is to be a driven person. So if you are not self motivated, freelancing is not for you. As for me, i enjoy freelance work because I love to dictate my own schedule. You never know when Google takes over the world and we lose that freedom so I cherish it while I can get it…

  • http://www.instigatorblog.com Ben Yoskovitz

    Thank you for all the continued comments…

    @Carl: I wonder how many people start working at home, eager to get their freelancing careers on the move, only to find their motivation sapped from being at home?

    @Arizona Egg: You mean, Google HASN’T taken over yet?

  • http://www.instigatorblog.com Ben Yoskovitz

    Thank you for all the continued comments…

    @Carl: I wonder how many people start working at home, eager to get their freelancing careers on the move, only to find their motivation sapped from being at home?

    @Arizona Egg: You mean, Google HASN’T taken over yet?

  • http://www.TheFranchiseKingBlog.com The Franchise King

    Ben,
    In my franchise consulting business, I certainly could choose to work from home..But I don’t, and I won’t. Distractions like:
    Walking our large Airedale Terrier,cleaning,doing a load of laundry or 2..{Wife works too” etc. would mess with my day. Jewish guilt, I guess.
    Anyway, I love your blog, and have added you to mine, under- Links 2 Check out.
    I lease an office, and love it!
    Joel Libava

  • http://thefranchiseking.typepad.com Joel Libava

    Ben,
    In my franchise consulting business, I certainly could choose to work from home..But I don’t, and I won’t. Distractions like:
    Walking our large Airedale Terrier,cleaning,doing a load of laundry or 2..{Wife works too” etc. would mess with my day. Jewish guilt, I guess.
    Anyway, I love your blog, and have added you to mine, under- Links 2 Check out.
    I lease an office, and love it!
    Joel Libava

  • http://www.TheFranchiseKingBlog.com The Franchise King

    Ben, {Off topic}
    The marketer in me is always on the prowl for cool ideas, and how the franchise industry can utilize them. About 2-3 times a year, an internet stunner is found by myself. I found this yesterday, after following a link to someone who commented on one of my blogs.

    I suggest you and your readers take 10 minutes or so, and watch and interact with a bit of cool marketing from our techy friends in Japan. It will take a few minutes to figure out what is being “marketed.” But I trust you will…..Take a 10 minute break..today!

    Directions:

    Go to- http://thefranchiseking.typepad.com

    Scroll down until you see the WOW! in my sidebar.

    Take a 1 minute look at it, and then click the WOW! box.

    Enjoy, and comment.

    Cheers,

    Franpro

  • http://thefranchiseking.typepad.com Joel Libava

    Ben, {Off topic}
    The marketer in me is always on the prowl for cool ideas, and how the franchise industry can utilize them. About 2-3 times a year, an internet stunner is found by myself. I found this yesterday, after following a link to someone who commented on one of my blogs.

    I suggest you and your readers take 10 minutes or so, and watch and interact with a bit of cool marketing from our techy friends in Japan. It will take a few minutes to figure out what is being “marketed.” But I trust you will…..Take a 10 minute break..today!

    Directions:

    Go to- http://thefranchiseking.typepad.com

    Scroll down until you see the WOW! in my sidebar.

    Take a 1 minute look at it, and then click the WOW! box.

    Enjoy, and comment.

    Cheers,

    Franpro

  • http://o-my-goodness.livejournal.com lornadoone

    The pros of freelancing are attainable, but they’re goals not givens.

    I thought the whole post was really well thought-out and made a ton of sense, but that sentence alone summed up both the pros and the cons for me!

  • http://o-my-goodness.livejournal.com lornadoone

    The pros of freelancing are attainable, but they’re goals not givens.

    I thought the whole post was really well thought-out and made a ton of sense, but that sentence alone summed up both the pros and the cons for me!

  • http://armenthomassian.com/ Armen

    This is an awesome post, Ben! I mean, really! It has really given me some food for thought.

    Stumbled for sure.

  • http://armenthomassian.com/ Armen

    This is an awesome post, Ben! I mean, really! It has really given me some food for thought.

    Stumbled for sure.

  • http://www.advicenetwork.com/contest Alex

    The problem with freelancing, is there is only one of you, and there are only so many hours in a day. If you want to make real money, you have to have something you can sell again and again, besides your time.

  • http://www.advicenetwork.com/contest Alex

    The problem with freelancing, is there is only one of you, and there are only so many hours in a day. If you want to make real money, you have to have something you can sell again and again, besides your time.

  • http://www.instigatorblog.com Ben Yoskovitz

    @Alex: Thanks for the comment, and I agree – unless you can significantly increase your hourly rate. I think what freelancers need to do is transition from selling their time to selling their expertise. Hhhm…there might be another freelancing-related post in there somewhere.

  • http://www.instigatorblog.com Ben Yoskovitz

    @Alex: Thanks for the comment, and I agree – unless you can significantly increase your hourly rate. I think what freelancers need to do is transition from selling their time to selling their expertise. Hhhm…there might be another freelancing-related post in there somewhere.

  • http://www.simplifythis.com Sanjay Kumar

    Another “con” can be: making sure you get paid. Contractors and freelancers often have this problem — clients are happy with the work, but stretch their payment terms out, or they’re unhappy with perfectly acceptable work, so they withhold payment. Unfortunately, part of your job as a freelancer is also to manage the business. Fortunately, there are great tools to help manage these aspects of the business.

  • http://www.simplifythis.com Sanjay Kumar

    Another “con” can be: making sure you get paid. Contractors and freelancers often have this problem — clients are happy with the work, but stretch their payment terms out, or they’re unhappy with perfectly acceptable work, so they withhold payment. Unfortunately, part of your job as a freelancer is also to manage the business. Fortunately, there are great tools to help manage these aspects of the business.

  • http://www.operating-agreement.theeasyforms.com/ Tracy

    I feel being a freelancer has been great for me as a single mom trying to raise my daughter. It gives me the opportunity to base my life around hers, yet still make a good living to provide for her.
    The case of camaraderie is the hardest part, but with a good network of friends this too can be avoided most of the time.
    I do want to state that though I love it, freelancing is not for everyone, some people may just not have what it takes to be their own boss whether they want to or not.

  • http://www.operating-agreement.theeasyforms.com/ Tracy

    I feel being a freelancer has been great for me as a single mom trying to raise my daughter. It gives me the opportunity to base my life around hers, yet still make a good living to provide for her.
    The case of camaraderie is the hardest part, but with a good network of friends this too can be avoided most of the time.
    I do want to state that though I love it, freelancing is not for everyone, some people may just not have what it takes to be their own boss whether they want to or not.

  • http://www.instigatorblog.com Ben Yoskovitz

    @Sanjay: That’s a very good point. Getting paid CAN be tough. I did mention this offhandedly in the post (about “collections”) because I’ve been there many times – chasing down people who owe me money. It’s a difficult thing to do especially with clients you want to keep, and especially when you’ve just started out in the freelancing world.

  • http://www.instigatorblog.com Ben Yoskovitz

    @Sanjay: That’s a very good point. Getting paid CAN be tough. I did mention this offhandedly in the post (about “collections”) because I’ve been there many times – chasing down people who owe me money. It’s a difficult thing to do especially with clients you want to keep, and especially when you’ve just started out in the freelancing world.

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  • http://www.cosmosing.com/jeanclaudecarvill/index.php JC Carvill

    You make it sound like such a great life…LOL…my friend is a freelancer and she tells me all the time about how hard it is sometimes. I will have to tell her I saw this…she’ll feel like she isn’t alone!! Thanks

  • http://www.cosmosing.com/jeanclaudecarvill/index.php JC Carvill

    You make it sound like such a great life…LOL…my friend is a freelancer and she tells me all the time about how hard it is sometimes. I will have to tell her I saw this…she’ll feel like she isn’t alone!! Thanks

  • http://www.instigatorblog.com Ben Yoskovitz

    JC – Hopefully I provided a reasonably balanced view, although this is skewed somewhat negative. Generally though, I find much of the content online about freelancing is extremely positive, which is nice, but not entirely true to the real world of freelancing.

  • http://www.instigatorblog.com Ben Yoskovitz

    JC – Hopefully I provided a reasonably balanced view, although this is skewed somewhat negative. Generally though, I find much of the content online about freelancing is extremely positive, which is nice, but not entirely true to the real world of freelancing.

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  • http://realestateblog.adrhi.com Hawaii real estate news

    Great post. I really enjoyed reading it and I love the picture!! I am all for the no boss get. They get in the way and hold a truego getter back.
    Late.

  • http://realestateblog.adrhi.com Hawaii real estate news

    Great post. I really enjoyed reading it and I love the picture!! I am all for the no boss get. They get in the way and hold a truego getter back.
    Late.

  • http://www.artsyasylum.com susanreynolds

    Great insights, Ben, as usual. And being self employed for more years than I’d like to mention I’ve had my share of most of both downsides and upsides. I’m shielded from the health care concerns and real red ink stress by having a well employed spouse, so know my experience isn’t entirely typical.

    But I do have a couple of new things that are really working for me this year – who says you can’t teach an old dog new tricks?

    a.) I use twitter as my virtual water cooler, inspiration-fountain, breaking news source and quick answer-giver during a very long workday and b.) I use Second Life to attend business Meetings, lectures, seminars and provide networking with other professional people who are spread around the globe.

    In fact I’ve written about both and will leave a couple of links below. Always great to read these posts, Ben, and the helpful comments are a real plus!

    twitter as watercooler:
    http://susanreynolds.blogs.com/artist/2007/11/the-global-symp.html

    ZDnet’s Howlett makes a uturn on Second life
    http://susanreynolds.blogs.com/artist/2007/08/second-life-plu.html

    A little peek into business interaction in Second Life
    http://susanreynolds.blogs.com/artist/2007/11/cisco-and-the-s.html

  • http://www.artsyasylum.com Susan Reynolds

    Great insights, Ben, as usual. And being self employed for more years than I’d like to mention I’ve had my share of most of both downsides and upsides. I’m shielded from the health care concerns and real red ink stress by having a well employed spouse, so know my experience isn’t entirely typical.

    But I do have a couple of new things that are really working for me this year – who says you can’t teach an old dog new tricks?

    a.) I use twitter as my virtual water cooler, inspiration-fountain, breaking news source and quick answer-giver during a very long workday and b.) I use Second Life to attend business Meetings, lectures, seminars and provide networking with other professional people who are spread around the globe.

    In fact I’ve written about both and will leave a couple of links below. Always great to read these posts, Ben, and the helpful comments are a real plus!

    twitter as watercooler:
    http://susanreynolds.blogs.com/artist/2007/11/the-global-symp.html

    ZDnet’s Howlett makes a uturn on Second life
    http://susanreynolds.blogs.com/artist/2007/08/second-life-plu.html

    A little peek into business interaction in Second Life
    http://susanreynolds.blogs.com/artist/2007/11/cisco-and-the-s.html

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  • http://www.chiefhomeofficer.com jeff zbar

    I’ve worked from home since 1989, and in almost 19 years, I’ve amassed quite a few tales of woe and success stories alike. Chasing bad debt, and being here when the kids get home. Suffering slow cash flow and cutting loose on a Friday to take a mini-vacay with the family. The stories – on both sides of the coin – are abundant. But though we want to become chief home officers and work for ourselves, like someone already said, unless you hire a virtual assistant to handle the ‘business’ of business (like accounting, bookkeeping, marketing, prospecting, etc.), then the business end must be handled. These are among the pros and cons of freelancing. But I gotta tell you, cashing that client check never gets old. Nor does being there when the kids get home. And man, at 2pm, that hammock strung beneath the two shade trees in the front yard sure looks good…

  • http://www.chiefhomeofficer.com jeff zbar

    I’ve worked from home since 1989, and in almost 19 years, I’ve amassed quite a few tales of woe and success stories alike. Chasing bad debt, and being here when the kids get home. Suffering slow cash flow and cutting loose on a Friday to take a mini-vacay with the family. The stories – on both sides of the coin – are abundant. But though we want to become chief home officers and work for ourselves, like someone already said, unless you hire a virtual assistant to handle the ‘business’ of business (like accounting, bookkeeping, marketing, prospecting, etc.), then the business end must be handled. These are among the pros and cons of freelancing. But I gotta tell you, cashing that client check never gets old. Nor does being there when the kids get home. And man, at 2pm, that hammock strung beneath the two shade trees in the front yard sure looks good…

  • http://www.instigatorblog.com Ben Yoskovitz

    @Jeff: I wish I could have a hammock near my place, but the 4 feet of snow outside my window say otherwise…damn weather.

    Anyway, the pros and cons are clear, as long as people go into it with their eyes open I think they’ll end up alright.

  • http://www.instigatorblog.com Ben Yoskovitz

    @Jeff: I wish I could have a hammock near my place, but the 4 feet of snow outside my window say otherwise…damn weather.

    Anyway, the pros and cons are clear, as long as people go into it with their eyes open I think they’ll end up alright.

  • http://www.franchisedirect.com Tim Gilmartin

    The pros of freelancing are obvious, having the automomy of being your own boss that everyone craves.

    Take the chance with Frachise Direct.

    Visit us at:

    http://www.franchisedirect.com

  • http://www.franchisedirect.com Tim Gilmartin

    The pros of freelancing are obvious, having the automomy of being your own boss that everyone craves.

    Take the chance with Frachise Direct.

    Visit us at:

    http://www.franchisedirect.com

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  • http://thearticlewriter.com/blog/2007/11/02/3-steps-to-landing-that-freelance-writing-gig/ Matt Keegan

    Keep beating the anti-freelance writing drum, Ben! I need some help knocking off the competition. I try to “go negative” as much as possible, warning people that food stamps, welfare and a home foreclosure or car repo is in their future. It’s bad out there, man! :-)

About Ben Yoskovitz
I recently joined GoInstant as VP Product. GoInstant changes how we use the web, making it shareable like never before.

I'm also a Founding Partner at Year One Labs, an early stage accelerator in Montreal. Previously I founded Standout Jobs (and sold it). I'm a hands-on startup guy, helping companies grow successfully from the idea forward. You can reach me at byosko at gmail dot com.

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