Freelancing, A Recipe for Failure?
Feb
11
2010
We recently came across a post on Inspired Mag, How to Fail at Your Design Business, that got us thinking about this whole freelancing gig we love so much, as it came from an approach we had never considered. The author of the post suggests that one sure fire way to fail in your design business, is to do everything yourself. The reason this stuck out to us, was because, well, we are freelancers. And as any lancer knows, we often do wear every business hat for our company. We often do not have choice.
With more support for this take in the comments, we really began scratching our heads. Is freelancing a certain recipe for failure? Are freelancers destined to experience no growth or success until they are bitter and broken by this business venture they believed in, and find themselves spectacularly failing? After leaving a comment which addressed and asked about this point, hoping for a bit of clarification from the author, and not getting a response, we thought we would address it on our own.
A Closer Look at the Recipe
The more we considered this idea, the more we began to wonder if we had all the information we needed to fully assess the circumstances and context that the author was trying to convey when he talked about this recipe for failure, so we returned to the post again to read for subtleties we may have missed before. But given that the discussion of each topic was brief, the article only had a few sentences to set up their assertion. This is what was said.
Excerpt from Jeff Archibald’s post on Inspired Mag: If you want to fail at your design business, then you should do everything yourself. I’m talking about developing a marketing plan; doing all the accounting; sales; project management; web design; print design; content-management-implementation; identity design and more.
Still the questions linger…
After looking at it again, we decided that there were still a few questions we had about this certain calamitous outcome for those who dive into the freelance arena that were left unexamined in this post. And by a few, we mean, like a lot. Like, how do you account for the number of successful freelancers who have taken on all of these roles themselves? And how do in fact measure that success? Is it by the freelancer’s own standard and measure of success?

Is there another measure that must be considered, beyond the freelancer’s own? And just who should be able to define success in such terms? Should it be on those who are running the business, or those outside the business that should be able to set these terms of success? Also, in the back of our minds, was a burning question…what about the aid and assist of business apps? (and of course…are we thinking about this too deeply? Because, hey, sometimes we do that. We overthink things, but we feel it is better than the alternative.).
And just like with our favorite show Lost, when looking to answer these questions, we would simply find more inquiries waiting for us. And when looking at the author’s background, we discovered that he too was part of a husband/wife design duo, which, just added to the list. Was this article from their personal perspective, relaying advice that they undertook as they began to grow their business? Are they excluded from this recipe because they are a pair tackling this together? (this question holds particular interest to us, given that we too, are just Angie and Rob on this end.)
Measuring Myth
Furthermore, the article, as do several others we might add, fail to address whether they are measuring success by the number of projects they are contacted about and receive (client volume and growth). Or measuring it by the amount of traffic, subscribers and followers they garner online (message and marketing reach). Or is it simple dollars and cents that matter when calculating business success in these posts (fiscal growth and stability). Perhaps it is a combination. This would make success such a fluid definition that the only people that would be able to actually define those terms for the business, would be those in the business who established the mission of the business in the beginning.

You see, however you come at the equation may vary from the business founders, therefore, your measure of what constitutes as a success may not apply in every case. The person who began the business always somewhere in their mind has these benchmarks in place for outlining their progress and relative success within their field, on their own terms and timetables. As long as they are hitting those benchmarks, then who are we to step in and tell them that they do not measure up to our definition of what and where they should be?
So is it possible to measure the success of a business beyond the scope and mission statement implemented by said business? In certain cases, yes. When businesses are operating openly in the public with some semblance of corporate transparency there is always a level of standard measurement for these types of businesses in relation to the market in which they compete. But outside of that, in an online realm, where businesses bloom in a smaller niche and are competing with each other for audience more than market shares, that transparency and measuring model no longer apply.
So in this sense, failure can be measured when and if a site disappears, just as we do in the public corporate arenas when a business closes, but beyond that, what do we measure? That is where the inside perspective and personal assessment of success is the only one we have to go off of. As long as the site (i.e. business) is active and present, then we have to assume some relative measure of success is occurring to sustain the site and those behind it. But are they doing it on their own?
The Forgotten Factors
In a way, yes. And in another very large way, no. Freelancers often have no choice but to take on all of the tasks themselves, and they manage to make it all work with two major aides. The app factor, like we mentioned earlier on, and the community factor. So in a sense, we are never truly alone when we work within an online community and the proof of that is in the acknowledgment pudding.
On countless design blogs and sites you see that the people behind it are blogging in particular, to give back to the communities that have done so much for their development and growth. From the blog you are reading now to the blog run by the author of the post that inspired this one. So the community plays a vital role in every sites success and growth, as well as, contributes to the site in countless ways. Be it through a more thorough discussion of topics and ideas through comments, to more financial means of support through donations and advertising. Not to mention the amount of knowledge the community has imparted that has helped shape and mold those now contributing their wisdom to the ranks.

The community takes an active part in this equation and that is why so many setup in those waters to return the favor. It is when we forget this and think that we alone are responsible for the measurable benchmarks that others see and equate or relate to ‘success’ (i.e. rise in readers, social media followers and post share penetration) that we not only do a disservice to the community, but we undervalue their contributions as well. So in that respect, we are not doing the hat donning without a little help from our friends.
Another invaluable communal contribution for freelancers to assist us on our business venture, especially in the accounting, project management, client contact, data storage and sharing areas, and more, is the score of programs designed to take the headache and guesswork out of the picture as much as possible for us. As for most of the other areas that Jeff listed like developing a marketing plan, identity design, and content-management-implementation the community has a backlog of resourceful material on effectively approaching these areas to help ensure that we can find our freelance business on sound shores far from failure.
Add These Ingredients To Your Recipe
Below are just a few of the helpful applications that we found beneficial to us on our freelancing path. And we wanted to point out, that we were not asked to promote any of the following apps or services, but rather they are favorites of ours that we feel comfortable in recommending to our readers. So if you haven’t already, check them out, and see if they might just be useful additions to your freelancing arsenal.
When it comes to the billing angle of your freelance work, Billings is a great invoicing app for Mac based freelancers. The Invoice Machine is a nice alternative for non Mac users, as well.
Speaking of accounting coverage, Mint is a fantastic web-based application for finances that takes a lot of the headache out of the problem for you.
Naturally, project management is very important to freelancers, and Remember the Milk is awesome for handling the simple things, and Basecamp for more in depth and collaborative project management tacklage.
Collecting money from your clients is beyond crucial, and Paypal makes this process a breeze. For easy online payments we highly recommend making Paypal a part of your business.
Administrative tasks, especially with the repetitive nature of forms, can prove daunting but not insurmountable. Definitely head over to Designer’s Toolbox and check out their large collection of business & legal forms for freelancers.
Given that you are working alone doesn’t mean that you don’t have access to other creative minds in the field to pick when it comes to your designs.Concept Feedback is a great place to turn for feedback from other designers to help you finalize your projects.
Keeping up with backups and file management can also be headache making, but Dropbox can help take some of the sting out of your file management processes.
One further admin task that can be time consuming and not necessarily the easiest to look after in an online life is client communication. Skype can assist in this arena.
A Wrap, and a Thanks
That does it from this end for now, but we are anxious to hear what you have to say on the ideas we discussed in the post. Also, though we may have seemed critical of Jeff’s post, we really do want to thank him for his work which challenged us to rethink and re-approach this topic in the way that we did. We always love posts that make us think, and Jeff’s contribution certainly got our wheels turning as you can see. We appreciate that, so we encourage you to check out the rest of his post on Inspired Mag, and also what his wife and he have got going on over at Paper Leaf Design.
A Final Word
We appreciate you stopping by and checking out the post. For more from the Arbenting team, make sure you Subscribe for free to the blog.
















February 11th, 2010 at 2:17 am
Very interesting article. It got me (re-)thinking about my own “I can do it on my own aproach”.
My conclusion was that I have 2 supporting areas which makes me feel I´m not alone in this. First the community, as in twitter and rss feeds (of blogs tutorials etc), and the apps I´m using for areas that are not mine (finance,project management etc).
At the moment I´m in the middle of streamlining my workprocess (which) I can recommend to every freelancer). Rethink your projects and find apps, frameworks, save snippets, css etc that can help you stop repeating yourself. I´m also including a set of questions I want to start asking my customers beforehand. I´ve blogged about this on my site, bit it´s in Dutch (I will translate it soon, I promise!)
Thanks again for the article!
.-= marja´s last blog ..Wat is design? =-.
February 15th, 2010 at 1:37 pm
Thanks for the comment, Marja. I appreciate you taking the time to share your experience and thoughts. Glad we got you rethinking things! And since we unfortunately can’t read Dutch, let us know when you get that translated.
February 11th, 2010 at 7:29 am
Nice look at the do-it-alone freelancer. As a part time freelancer there really is only one way for me to do things and that is myself. I am not bringing in nearly enough money that I can outsource any of my work. Though in the future I would love to be able to get away from some of the stuff I hate doing myself. Thanks for the article and resources though and good luck!
February 15th, 2010 at 1:39 pm
And thank you too, JC. I understand about not currently being able to outsource, and I think that others run into that too, even if they are not part time.
February 11th, 2010 at 7:22 pm
I freelance with a net–that is, I have a completely unrelated job in civil service (for 26 years already, as a matter of fact) for security–as I work at my freelance book design practice. The civil service job provides security for my wife and me; and freelancing keeps me sane when the 9-to-5 drains me. Except for leaving my website’s design to another pro, because I could never decide on “the look” I wanted for my own identity, I handle everything else: keeping my books and the constant search for work being the big two. (I do have an accountant for yearly tax returns, however.) One thing I would never do, however, is take on more work than I can handle. I don’t want to sub work out. Recommending folks who do work that I don’t do–copy editing and illustration, for example–is as close to farming out as I want to come.
February 15th, 2010 at 1:41 pm
Thanks, Stephen, for providing yet another perspective to the discussion. I like your ‘net’ setup for sure. I also agree that you have to be careful in taking on too much. Jeff was spot on there. We can all burn out if we are not mindful of our limits. Thanks again for the comment.
February 15th, 2010 at 12:22 pm
Hi Robert,
Jeff here – the author of the post over at Inspired you’re discussing.
First off, thanks for this article. It’s a good one, and you raise good questions. Sorry I missed your comment over at Inspired; I sort of checked out of those comments thanks to a few, shall we say, uninspired ones.
Anyway, allow me to clarify. As a freelancer – as you mentioned, my wife & I run Paper Leaf – I end up doing a LOT myself. I think that’s a natural thing at the beginning, but what I was trying to get across with that section of the article is that, at a certain point, you should probably look at delegating some work if you’re too busy. In retrospect, I don’t think I made that very clear in the original article.
For example, we do work in print design, identity design & web design. With web design, we limit ourselves to the design aspect, the HTML/CSS aspect, and WordPress implementation. I started getting into Concrete5 (a content management system using PHP, for those unfamiliar); however, I decided it was simply too much on my plate. Learning Concrete5 takes a lot of time, and I felt this time would be better spent, for me, bettering my skills as a designer. However, some of our clients want Concrete5 – so to work with this, we subcontract to a programmer familiar with that CMS.
To sum up that example; we decided not to learn Concrete5, instead opting to delegate to someone else in order to allow us more time to work in the fields we’re best at.
I don’t think that learning Concrete5 would have destined Paper Leaf to fail, but I do think many other areas of our business would have suffered a bit due to lost time to C5. Important areas of your business suffering is a slippery slope that can definitely lead to failure – staying on top of your areas of expertise & not spreading yourself too thin is important to success as a freelancer.
With regards to measuring success (or failure); it really is a subjective endeavour. Success for us means getting enough work & projects to live comfortably; it means being respected for our work; it means having happy clients that refer us to others. If we do too much, and thus other areas of our business suffer due to lack of time spent with them, then I think we’re in danger of sliding down the slope to failure.
It deserves mentioning that using the term ‘fail’ as a humorous one was based around the internet popularity of the term; it’s not to be taken literally that if you do anything mentioned in the article ONE TIME you will explode in a fiery ball of failure. It seems some readers are taking the article slightly too literally; perhaps this is on me for not clarifying completely.
As well, I don’t think that an article of that style or length should be looked at as a be-all-end-all article encompassing all there is to know about freelancing, freelancing success, or freelancing failure. There are entire websites based on freelancing; one article will definitely not cover everything, or anything close to that. It appears some readers sort of expected my article to be this be-all-end-all, address-everything article, instead of taking it as the tongue-in-cheek , quick-tips article it is.
Whew. That was a doozy of a comment. I hope that clarifies a few of my points and that I didn’t come off defensive at all; thanks for the questions as they made me think too! Have a good one.
.-= Jeff Archibald´s last blog ..8 Tools for Common Client Web Design Requests =-.
February 15th, 2010 at 1:52 pm
hey Jeff, thanks for coming by and leaving your thoughts. I completely know what comments you are talking about. I went back a few days later and saw what was going on. Only furthered my decision to examine it further, in a more polite and respectful manner. And I hope that we did that. As I pointed out, I loved your post’s ability to challenge the way I thought about this idea, and the way it got me thinking enough to write a post of my own. It means you got in my head, and I am a fan of that.
Thank you so much for the clarification and insight that you offer here. I think it really adds a fullness to the post. (aw, you complete me…post.) Sorry, I couldn’t resist. I also feel bad that the tongue-in-cheek nature of your post seems to have been missed by several, and I hope that you do not feel that our post was in the same vein. Your comment about hoping you were not coming as defensive, I also wanted to address. Not at all. You do not come off that way here to me, I wanted you to know that as well.
I also, understand what you are saying about an overloaded plate. I’ve written about that in the past as it is a huge problem for freelancers. We do need to learn how to identify our stress points and know when we need to throttle back, but unfortunately so many of us are so gung-ho about freelancing that we ignore those signs that lead to burn out. Trying too hard to prepare for the times when we don’t have clients continually knocking down our doors to realize that we have taken on too much.
Again, I thank you for taking the time to come by and reply.
February 15th, 2010 at 2:24 pm
Robert,
Thanks for giving me the opportunity to have a thoughtful discussion about the post, including its merits as well as its shortcomings. This is what I was hoping would happen in the comments of the original article, but no dice.
Good blog you have here; I’ve bookmarked it. Thanks again & take care!
.-= Jeff Archibald´s last blog ..8 Tools for Common Client Web Design Requests =-.
February 15th, 2010 at 4:09 pm
No problem, Jeff.
I am sorry that the comments quickly degenerated into inflammatory ‘shouting’ matches. That does suck for the both the site and the author. I much prefer being able to have an exchange of ideas in the comments, and discuss rather than have to go on the offensive.
Thanks for the kind words.
February 17th, 2010 at 1:45 pm
Really interesting article. I don’t agree that you can’t work alone as a freelancer, I did myself for several years.
I can remember reading several articles in the past specifically about the benefits of working alone (think the 37signals approach).
I really like how you’ve listed useful freelancer tool as well, as these can really help provide a ‘virtual team’ for your freelancing, so that you don’t feel as if you’re working alone.
.-= Tom Ross´s last blog ..Create an Old and Stained Newspaper Icon in Photoshop =-.
February 17th, 2010 at 2:46 pm
Thanks for the thoughts, Tom. Glad the ‘virtual team’ idea transferred, proves it to be useful.