Your Feedback Wanted: When Is It Time to Go Independent?

For years, my services have belonged to one employer at a time. †They advertise for a position. †I interview. †We chat, perhaps multiple times. †If we like each other, there’s a negotiated offer, and I come on board. †We hug, shed a joyful tear or two, and I settle in behind the keyboard with fellow cubicle jocks riding herd on a network.

This is a comfortable arrangement. †The company that’s hired me has a business. †Usually this involves selling something to someone for more money than it costs to make it. †If I’ve done my homework, this is a successful (or at least promising) business I’ve attached myself to, and therefore I can expect a paycheck and fringe benefits supplied at regular intervals. †My refrigerator rejoices at the prospect of being full enough to feed the family.

There is a balance under these conditions; I competently render my services, and they pay me for them. †The business owners take substantial risk, while I take comparatively little. †I provide the network that helps the business grow. †If I do it as I ought, the business barely knows I exist. †If the business struggles, I stand to lose little; in the worst case, I will have to attach myself to some other business.

Comfort is the reason I’ve stuck with this general model of “they take the risk, I do my job, they pay me” for all of my employed life. †I’ve worked for a small consulting firm, a high-tech startup, a 10,000+ employee government entity, a worldwide financial behemoth, and now a mid-sized business with offices dotting the globe. †All of these businesses take the risk (except perhaps the government) I have been unwilling to take. †They “hang it out there”, and I help them reduce their risk by providing competent services. †I haven’t wanted to be the guy hanging it out there. †I haven’t wanted to take the financial and legal risks.

I’m a guy with a family and a mortgage, so my risk averseness makes sense. †Nonetheless, I can’t shake the feeling that at some future point, I want to take that step of independence. †I want to try going it alone: †taking on the risks that heretofore I was unwilling to take. †With big risk comes the chance for big rewards – or similarly epic failure. I believe I could be a success independently, assuming the right relationships, a few folks to point me in the right direction, and a bit of luck.

These questions are to those of you who made the leap to independence. †You work for yourself, and are perhaps your own brand. †You’re building a business around your reputation, technical abilities, and resume of past successes. †Or alternatively, you have your own business of some sort, even if the brand you’re building isn’t “you”, so to speak.

  • When did you know it was time to stop working for someone else, and go independent? †Was there a specific catalyst?
  • Are you happier and/or more fulfilled working for yourself?
  • Has independence brought more financial reward?
  • What have you had to sacrifice to make independence work?
  • What opportunities have you had that you would have missed out on working for someone else?
  • Would you consider going back to working for someone else?
  • What other wisdom would you pass along to someone considering self-employment in the field of information technology?

Your thoughts strongly appreciated. †I will publish a follow-up article with folks’ comments, anonymously or not as you prefer. †You can reach me via comments on†packetattack.wordpress.com, or e-mail to†[email protected].

  • http://www.macosxscreencasts.com Zettt

    Hard to answer your questions, since I’m self employed since I started working professional. I like being responsible for myself. I don’t like the ups and downs – moneywise.
    I think I’m happier this way, working for someone “for the rest of my life” is just not something I want to do right now. I like that I need to come up with new ideas almost every day. That’s something that keeps me active. The only downside is, there’s no real time when I can relax, because my work is so omnipresent.
    All-in-all I like it!

  • Fernando

    Hi,
    I’m not someone with the profile you want – I’ve worked for companies all my professional life (15 years and counting), but I have contemplated this same issue multiple times. Allow me a few thoughts…

    First, this is not a one-way conversion. Many folks I know have done independent work, then take on employment at times, then back to it and so forth.

    Think very, very hard about WHY you are contemplating this. Do you wish for more financial compensation? Are you interested in the enterpreneurial aspects? Are you looking for more variety in the work you do? I’ve met people with multiple justifications and those obviously drive the type of arrangement they gravitate towards. I keep thinking of something Scott Berkun wrote about writing – people prefer the IDEA of having written a book over actually doing so.

    Keep in mind being independent means having to care about all the issues that are mostly hidden from you as an employee:
    - Insurance (both health and professional)
    - legal aspects, contracts, …
    - filing taxes – not only personal but business as well
    - sales – how to find work, how to successfully compete and book engagements
    - marketing – understanding and creating the demand for your product (you)
    - R&D – how you improve the product- training, development, ..
    All these activities take effort that reduce the amount of time you have for everything else. Part of the “deal” as it stands now is that as an employee these activities are minimized so you can use your time for work and leisure.

    Depending on the type of work you do, being an independent means you lose the brand recognition and/or access of having an employer, which can be both a good thing and a bad thing. Would you have access to the same type of customers as an independent that you would as part of another company? In a similar vein, would your customers offer you the same type of opportunity as an independent that they would offer you as an employee? On the plus side, this independence mean being able to work in customers where you weren’t able before.

    From a risk management perspective, I would suggest you consider the impact of being independent on the rest of your affairs. As you mentioned, family, mortgage, etc… all play a part. Are you at a point in your life where you can do without the financial, logistical and emotional safety net of regular employment?

    Ultimately I think the notion has a lot of merit and can be very beneficial to some people. Just make sure to “stress-test” it first.

    Cheers,
    Fernando