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://corymiller.com Cory Miller

    Ben, I’m thoroughly loving your blog and articles as they are SO appropriate to what I’m going through right now. I started doing freelance work about 8 months ago and it’s been such an eye-opening experience.

    I’m wrestling with many of the questions you’re addressing. Keep them coming, please!

  • http://corymiller.com Cory Miller

    Ben, I’m thoroughly loving your blog and articles as they are SO appropriate to what I’m going through right now. I started doing freelance work about 8 months ago and it’s been such an eye-opening experience.

    I’m wrestling with many of the questions you’re addressing. Keep them coming, please!

  • http://www.jcme.ca/jcmefreelancwriting James Chartrand – JCM Enterpri

    Yes. This post is right on the money!

    I’ll add two two definite cons to being a freelancer: the isolation factor and getting others to take your job seriously, like friends and family who think freelancer=always available.

    A huge pro? Increased self-confidence and self-esteem.

  • http://www.jcme.ca/jcmefreelancwriting James Chartrand – JCM Enterprises

    Yes. This post is right on the money!

    I’ll add two two definite cons to being a freelancer: the isolation factor and getting others to take your job seriously, like friends and family who think freelancer=always available.

    A huge pro? Increased self-confidence and self-esteem.

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

    Cory – Glad you enjoyed this post and others. This was the last (in my head) in a short series on freelancing…I tend to go in spurts that way, but maybe I’ll have something else to add on the topic soon!

    James – I did mention the isolation factor, but I’m glad you provided a link.

    “Getting others to take your job seriously” — that’s a good one. It’s the same with startup entrepreneurs; people who aren’t startup entrepreneurs don’t necessarily “get it.” I often get asked, “What do you do again? Something with computers right?”

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

    Cory – Glad you enjoyed this post and others. This was the last (in my head) in a short series on freelancing…I tend to go in spurts that way, but maybe I’ll have something else to add on the topic soon!

    James – I did mention the isolation factor, but I’m glad you provided a link.

    “Getting others to take your job seriously” — that’s a good one. It’s the same with startup entrepreneurs; people who aren’t startup entrepreneurs don’t necessarily “get it.” I often get asked, “What do you do again? Something with computers right?”

  • http://www.sciencebase.com sciencebase

    Interesting list Ben. Regarding the first pro of freelancing, you get to be your own boss…you will have realized by now that you actually end up with half a dozen bosses all clamoring for your time and dedication. It’s hard work!

    I wouldn’t swap it for the world though.

    db

  • http://www.sciencetext.com/ David Bradley

    Interesting list Ben. Regarding the first pro of freelancing, you get to be your own boss…you will have realized by now that you actually end up with half a dozen bosses all clamoring for your time and dedication. It’s hard work!

    I wouldn’t swap it for the world though.

    db

  • http://brainbasedbiz.blogspot.com Robyn

    Ben, you really give the whole picture of freelancing so that if a person is considering it they see the whole picture – the pain and the pleasure both!

  • http://brainbasedbiz.blogspot.com Robyn

    Ben, you really give the whole picture of freelancing so that if a person is considering it they see the whole picture – the pain and the pleasure both!

  • http://www.dotcomsecrets.com Joy

    I knew lots of people who are doing freelance work and I can say that most of them experienced these pros and cons. On the other hand, they get like 50% more than those who are not doing freelance work, so I guess for me it’s worth the risk.

  • http://www.dotcomsecrets.com Joy

    I knew lots of people who are doing freelance work and I can say that most of them experienced these pros and cons. On the other hand, they get like 50% more than those who are not doing freelance work, so I guess for me it’s worth the risk.

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

    @David: Yup, lots and lots of bosses. But I know how you feel about “not swapping it for the world.” It’s why “having no boss” is not quite the right way of describing the pro that freelancers know they gain…

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

    @David: Yup, lots and lots of bosses. But I know how you feel about “not swapping it for the world.” It’s why “having no boss” is not quite the right way of describing the pro that freelancers know they gain…

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

    @Robyn and @Joy: Thank you for the comments, I appreciate them. I think every freelancer WILL at some point in time face the pros and cons I’ve described, in the positive and negative lights I’ve painted them. But, those that survive, as Joy points out, can succeed much more than they were as employees.

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

    @Robyn and @Joy: Thank you for the comments, I appreciate them. I think every freelancer WILL at some point in time face the pros and cons I’ve described, in the positive and negative lights I’ve painted them. But, those that survive, as Joy points out, can succeed much more than they were as employees.

  • Anonymous

    Outsourcing or virtual assistants seems to solve your first disadvantage.

    Isolation is huge!!! The upside is that if you don’t like working with someone as a freelancer, you don’t have to work with them long-term or on a 40 hour basis.

    Lack of health benefits can be rough.

    It doesn’t seem like you own your work under either scenario. (the #4 under disadvantages)

  • http://compassioninpolitics.wordpress.com Nathan Ketsdever

    Outsourcing or virtual assistants seems to solve your first disadvantage.

    Isolation is huge!!! The upside is that if you don’t like working with someone as a freelancer, you don’t have to work with them long-term or on a 40 hour basis.

    Lack of health benefits can be rough.

    It doesn’t seem like you own your work under either scenario. (the #4 under disadvantages)

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

    Nathan – in terms of owning what you do – the difference between a freelancer and a startup entrepreneur is this:

    * When you do a freelance project and it becomes hugely successful, you rarely benefit from that, because you don’t own any piece of it.

    * But as a startup entrepreneur, when your business becomes successful, you do own a piece of it.

    That’s a significant difference. In the first scenario you’re creating wealth for others, in the second scenario you’re creating wealth for yourself (and others: partners, investors, etc.)

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

    Nathan – in terms of owning what you do – the difference between a freelancer and a startup entrepreneur is this:

    * When you do a freelance project and it becomes hugely successful, you rarely benefit from that, because you don’t own any piece of it.

    * But as a startup entrepreneur, when your business becomes successful, you do own a piece of it.

    That’s a significant difference. In the first scenario you’re creating wealth for others, in the second scenario you’re creating wealth for yourself (and others: partners, investors, etc.)

  • http://www.thegoldenpencil.com Anne Wayman

    Ben, great list…re owning your work… while it’s true you don’t own the work you do for clients, freelancing does allow me, at least, to also work on my own stuff… it’s all a balancing act!

  • http://www.thegoldenpencil.com Anne Wayman

    Ben, great list…re owning your work… while it’s true you don’t own the work you do for clients, freelancing does allow me, at least, to also work on my own stuff… it’s all a balancing act!

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

    @Anne: I think that’s an interesting point. I wish I had put that as a “pro” because I do think many freelancers go the freelancing route in part to be able to work on their own projects.

    Freelancing helps foster a mentality that you can do things on your own (your own side projects), which is certainly a pro. Although I know many people with full time jobs who also do work on the side; but scheduling it is harder since full time jobs are typically 9-5.

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

    @Anne: I think that’s an interesting point. I wish I had put that as a “pro” because I do think many freelancers go the freelancing route in part to be able to work on their own projects.

    Freelancing helps foster a mentality that you can do things on your own (your own side projects), which is certainly a pro. Although I know many people with full time jobs who also do work on the side; but scheduling it is harder since full time jobs are typically 9-5.

  • http://www.MarketingActionProgram.com Jon Ward

    My own history: 10 years freelance copywriter; 8 years co-owner of an ad agency; 3 years branding consultant. In every case, I was building knowledge that clients got for less than it was worth.(And living the 400-Hour Work Week) The issue I see is not so much which business structure to use, but how to take full ownership of one’s own IP. For me, the answer has come to be: create knowledge products. It’s absolutely the most exciting and rewarding step so far. Long term, I look forward to sharing what I learn from it with others.

  • http://www.MarketingActionProgram.com Jon Ward

    My own history: 10 years freelance copywriter; 8 years co-owner of an ad agency; 3 years branding consultant. In every case, I was building knowledge that clients got for less than it was worth.(And living the 400-Hour Work Week) The issue I see is not so much which business structure to use, but how to take full ownership of one’s own IP. For me, the answer has come to be: create knowledge products. It’s absolutely the most exciting and rewarding step so far. Long term, I look forward to sharing what I learn from it with others.

  • http://motherearthbeats.com Teri Fitzgerald

    Excellent article! I have always been my own boss, and I cannot see it any other way. I can be proud of myself, and my mistakes are my own to learn from. Such freedom! I will definately steer folks in this direction if they have questions about the pros and cons of freelancing. Thanks Ben…

    Enjoy!

    Teri
    ~

  • http://motherearthbeats.com Teri Fitzgerald

    Excellent article! I have always been my own boss, and I cannot see it any other way. I can be proud of myself, and my mistakes are my own to learn from. Such freedom! I will definately steer folks in this direction if they have questions about the pros and cons of freelancing. Thanks Ben…

    Enjoy!

    Teri
    ~

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

    Jon – Yup, I agree with you. As a consultant, freelancer or business owner running a service business, you don’t own the IP you create. It’s difficult to re-monetize, and you don’t benefit as much from the success of the projects you work on. You’re a mercenary.

    Selling knowledge product or building a startup that sells a product means you “build it once and sell it a million times” versus “build something new each time and sell it once each time.”

    Thanks for stopping by and commenting!

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

    Jon – Yup, I agree with you. As a consultant, freelancer or business owner running a service business, you don’t own the IP you create. It’s difficult to re-monetize, and you don’t benefit as much from the success of the projects you work on. You’re a mercenary.

    Selling knowledge product or building a startup that sells a product means you “build it once and sell it a million times” versus “build something new each time and sell it once each time.”

    Thanks for stopping by and commenting!

  • http://www.bootstrapme.com Shawn A. Hessinger

    As a guy who does a little of both I’d agree with most of the points here. I think the real question is which approach is better for what you’re trying to accomplish. As Anne points out, some of the benefit in freelancing lies in being able to manage your time to allow for side projects which may include some personal entrepreneurship. The trouble is that you must be able to make enough money to be able to take that time. Some fulltime employees may find they would have to work much harder freelancing to make the same money and that a steadier work schedule gives more opportunities for side ventures. It depends on the situation and the job.

  • http://www.bootstrapme.com Shawn A. Hessinger

    As a guy who does a little of both I’d agree with most of the points here. I think the real question is which approach is better for what you’re trying to accomplish. As Anne points out, some of the benefit in freelancing lies in being able to manage your time to allow for side projects which may include some personal entrepreneurship. The trouble is that you must be able to make enough money to be able to take that time. Some fulltime employees may find they would have to work much harder freelancing to make the same money and that a steadier work schedule gives more opportunities for side ventures. It depends on the situation and the job.

  • http://getpaidtowriteonline.com Sharon Hurley Hall

    Great article, Ben. You make a good point about your client being your boss. I have to say that in spite of the cons of freelancing, I love it. One of the advantages of getting to work on a wide variety of topics is building up new areas of expertise and finding new things that I can use in my own writing – and it’s a great help with trivia games, too.

  • http://getpaidtowriteonline.com Sharon Hurley Hall

    Great article, Ben. You make a good point about your client being your boss. I have to say that in spite of the cons of freelancing, I love it. One of the advantages of getting to work on a wide variety of topics is building up new areas of expertise and finding new things that I can use in my own writing – and it’s a great help with trivia games, too.

  • http://www.audiomecca.com/download-music/ Download Music

    My biggest problem is managing myself. Despite all the self motivation and the insecurities, it is difficult to get up and go when the project or the client simply saps your enthusiasm. This happens more often than one would think. The great charm that starts it all off, pales after a while.

    Commuting time to be billed is not easy for most clients to digest but some compromise is always possible.

  • http://www.audiomecca.com/download-music/ Download Music

    My biggest problem is managing myself. Despite all the self motivation and the insecurities, it is difficult to get up and go when the project or the client simply saps your enthusiasm. This happens more often than one would think. The great charm that starts it all off, pales after a while.

    Commuting time to be billed is not easy for most clients to digest but some compromise is always possible.

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  • http://www.soundoflife.net/breakup-quotes Ron from Breakup Quotes

    One con of freelancing is, it is Boon for people living in developing countries, but when people in Romania or India are willing to some free lancing job for 1/10th one would charge by someone from a developed country, it becomes a threat.

  • http://www.soundoflife.net/breakup-quotes Ron from Breakup Quotes

    One con of freelancing is, it is Boon for people living in developing countries, but when people in Romania or India are willing to some free lancing job for 1/10th one would charge by someone from a developed country, it becomes a threat.

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

    Thank you for all the continued comments.

    @Ron: Price pressure is always a concern; whether it comes from developing countries or elsewhere. I’d still say that most people prefer to work with someone in their backyard, even in this ultra-connected age we live in. There are other disadvantages to working remotely across time zones, cultural differences, etc.

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

    Thank you for all the continued comments.

    @Ron: Price pressure is always a concern; whether it comes from developing countries or elsewhere. I’d still say that most people prefer to work with someone in their backyard, even in this ultra-connected age we live in. There are other disadvantages to working remotely across time zones, cultural differences, etc.

  • http://www.VeggiePlaza.com Veggie Plaza

    I am right at that point in life where I am debating just that. On top of deciding whether to just freelance versus have a full time job, there is also the decision on what to freelance on :) I could be a web developer, an seo/internet marketing guy, a business process management consultant and a consultant on a variety of other software apps. The decision on what exactly to do is never easy. Your blog is useful

  • http://www.VeggiePlaza.com Veggie Plaza

    I am right at that point in life where I am debating just that. On top of deciding whether to just freelance versus have a full time job, there is also the decision on what to freelance on :) I could be a web developer, an seo/internet marketing guy, a business process management consultant and a consultant on a variety of other software apps. The decision on what exactly to do is never easy. Your blog is useful

  • http://newhomessection.com Rick

    I think that the benefits greatly outweigh the cons to being a freelancer. I think that most everyone would choose the path of a freelancer if given the option.

  • http://newhomessection.com Rick

    I think that the benefits greatly outweigh the cons to being a freelancer. I think that most everyone would choose the path of a freelancer if given the option.

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

    Nice post!
    I feel the best part about free-lancing is the FREE-dom.
    Joel Libava

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

    Nice post!
    I feel the best part about free-lancing is the FREE-dom.
    Joel Libava

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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