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Going Independent - Is it for You?

After talking with a couple of colleagues who are contemplating making the switch from working with a company as an employee, to trekking out down the self-employment path, I thought that I might be able to share some advice on the transition.  Making the switch can be a daunting process.  There are legal issues - what type of business do I form?  A limited liability?  A partnership?  An S-corp?  There are accounting issues - how do I file my taxes?  Do I need to make quarterly tax payments?  What will my tax burden look like?  How much more do I need to earn per month being self-employed to enjoy the same life style as I enjoy as an employee?  Most importantly, there are psychological and personality issues - are you self-motivated?  What is your perception of money: as something that is meant to be saved; something that is meant to be invested; or something that there never seems to be enough of?  All of these issues take center stage when beginning the journey of self-employment, and all should be weighed carefully before making the switch. 

This blog entry - and the ones that will follow - are aimed at those who are contemplating going independent, and are seeking advice or anecdotes from those who have already made this transition.  Today's blog entry looks at the pros and cons of employment vs. self-employment.  It focuses more on the psychological and personality issues rather than the legal or accounting issues.  Future entries will examine drudging through the legal goo necessarily, and tax implications associated with self-employment.

Let me preface this series of blog entries with the following disclaimer: I am not a lawyer, nor an accountant.  In case you glazed over that last sentence, let me repeat it: I am not a lawyer, nor an accountant.  My comments on legal and accounting issues should not be taken as gospel, but as a somewhat informed opinion.  I have been self-employed since completing my undergraduate degree back in 2000, and have gone through the legal and accounting issues associated with becoming self-employed.  So my opinions on these matters are educated ones forged from experience, but they are not backed up by years of study, certifications, or practice.  I do, however, think I'll be able to accurately address many of the psychological and personality issues, which, naturally, will be most valuable to those with a similar disposition as myself.

Everyone's experiences differ, so I hope to stimulate discussion among others who are self-employed.  With any luck, others will feel compelled to share their stories, mistakes, and successes in going independent...

The Benefits of Being Employed
Before deciding whether or not to go independent, it's vital that you understand what you'll be leaving.  Being employed has many benefits that are nowhere to be found when working for yourself.  Typical benefits of employment include things such as:

  • Consistency - a steady paycheck, regular working hours
  • Flexibility - paid vacation / sick time
  • Employer-Paid Fiscal Benefits - Health/dental insurance, regular raises / bonuses, a retirement plan with (perhaps) employer matching

When you are self-employed, you are your employer.  This means setting up a retirement plan is your responsibility.  Contributing to it is your responsibility.  When you take time off - for vacation, personal matters, or illness - you're NOT getting paid.  That steady paycheck is as steady as your availability, marketing, and work ethic.  Regular working hours?  Ha!  You work when your client wants you to.

Due to this, self-employment is not for everyone.  It is not for those who need a steady source of income, such as someone living paycheck to paycheck with a family to support.  Self-employement is not for those who have trouble motivating themselves to work.  Some people need the consistency of a 9 to 5 job; some folks need a manager giving them action items and tasks to complete.  There's nothing wrong with this type of person, but chances are someone with this personality will have a hard time making it on their own.  Working for yourself requires discipline and much more hard work than working for someone else.

The Benefits of Self-Employment
While being employed has a number of benefits, it also can carry with it a number of disadvantages.  These disadvantages are based largely on your work environment.  If you're one of the lucky ones and work in a fun, friendly, metally challenging atmosphere, on a project you find interesting, then why oh why are you thinking about going independent?  If, however, you are one of the millions who find themselves dreading waking up the next day, as it only means another hour-long commute through traffic to an office building you've dreamed about destroying, then self-employment looks better each day.

Working for yourself carries with it a lot of freedom.  You are your own boss.  You can wake up whenever you please.  Your morning commute is likely to your home-based office.  If you want to take off the afternoon, no one is stopping you.  You can spend an hour writing a blog entry on going independent.  Of course, with that freedom comes responsibility.  When you take that hour to write a blog entry, you're not getting paid.  If you roll out of bed "whenever," you'll likely find yourself not motivated to start the day working.

For some people, working for yourself can have a strong effect on their own sense of self-worth.  That is, there are some folks who, if they work for a company that goes bankrupt, they simply find another job and don't interalize the company's demise.  If, however, they were to work for themselves, and didn't succeed, they'd take the failure as a comment on their own personal worth and capabilities.  People who tie their business success to their personal worth should steer clear of starting their own business, as the vast majority of businesses fail.  Those who are really successful at business typically fail more than they succeed.  (Donald Trump, for example, has gone bankrupt before.  Billionaire Paul Allen, co-founder of Microsoft, has had many investments since his departure from Microsoft that have not panned out.  Steve Jobs has had many successes - and many failures - at Apple, being fired from his own company at one point in time.)

The point is, even in a successful business, there will always be setbacks.  If you do trek out on your own, it is important to take these setbacks in context.  Do not let the setback discourage you from continuing, or deminish your sense of self-worth.  Rather, when those setbacks to happen, step back, observe, learn, and move forward.

Moving Forward
I plan on writing future entries about this topic.  I'd like to follow this entry with one on the legal issues surrounding starting your own business.  Namely, what options exist for forming a business, and what tax/legal implications they involve.  In the meantime, for more information let me recommend Johnathan Goodyear's articles on going independent.  In Part 1 Johnathan looks at how to determine if you have the will and personality to be an independent consultant; in Part 2, Johnathan examines techniques for marketing yourself to attract future business.

posted on Monday, April 12, 2004 1:28 PM

Feedback

# re: Going Independent - Is it for You? 4/12/2004 1:49 PM Sean Chase MCSD.NET

I'm excited to see more of your posts Scott. I've been a W-2 contract developer for years and I just started my own S-Corp in February so I can work 1099 gigs and shoot for more side work. This topic hits close to home, and I look forward to more of your insight.

# Going Independent Series 4/12/2004 8:31 PM ScottWater

Scott Mitchell just started a pretty interesting series on

# RE: Going Independent - Is it for You? 4/12/2004 8:53 PM eichert12@hotmail.com (Steve)

Looking forward to more entries on the topic!

# SwitchBL8's gebazel - Zelfstandig werken 4/13/2004 2:11 AM Pingback/TrackBack

SwitchBL8's gebazel - Zelfstandig werken

# SwitchBL8's gebazel - Zelfstandig werken 4/13/2004 3:22 PM Pingback/TrackBack

SwitchBL8's gebazel - Zelfstandig werken

# re: Going Independent - Is it for You? 4/13/2004 10:50 PM Mike Singer

Scott wrote:
> ...Working for yourself requires discipline > and much more hard work than working for
> someone else...

I'm not sure that working on a large nterprise
project for someone else requires less discipline and much less hard work than working for yourself teaching very newbies about basics of datagrid.

Mike :-)

# re: Going Independent - Is it for You? 4/14/2004 9:31 AM Scott Mitchell

Mike, I seemed to have touched a nerve in you. Perhaps you have considered going independent yourself at one time, but were unable to due to your self-discipline or other commitments?

# Information to Google 4/14/2004 1:20 PM Random Thoughts of Jorriss

# re: Going Independent - Is it for You? 4/14/2004 3:19 PM David Hayden

This is great stuff, Scott.

I became a freelance web developer 4 years ago with the birth of my first child. I now have 3 children and the experience of being self-employed as well as raising 3 children has been crazy at times, but very rewarding!

Personally, I find that being self-employed as a small business website developer is less about coding and more about solving a problem or completing a project on-time, within budget, and efficiently (cost effective) as possible while having fun! I spend less time programming now than I did as a corporate developer. I spend more time on marketing and developing code libraries, solutions, and business processes that can be applied to all projects. For me, the challenge of more than just programming is very rewarding.

The type of customer you expect to have as an independent consultant will greatly impact the kind of work you do during a daily basis. If your focus is on small businesses, the volume of projects will be important (marketing is key) and your processes must be efficient as the margins are smaller. If you want to work with larger businesses and longer-term projects, your margins should be higher and the programming will probably be more custom and hence business processes will be less important.

I have also found that each person's definition of being "successfully" self-employed will vary. It may not just be based on your net income. Perhaps it means the quality of your days - raising your children and golfing every morning, for example. You need to decide this for yourself and not base your answer (self-worth) on what someone else believes is successful.

Good luck with this series, Scott.

# re: Going Independent - Is it for You? 4/14/2004 4:52 PM Mike Singer

Scott, how doy think why some excelent sprinters can't work for, say, soccer team?

Maybe they can't grasp the difference between a team and a herd when stating that solo work requirs more discipline than team work?

Sometimes one can identify them by how they start phrases, - with imperative, ("realize that") for example.

Or how they react to critics. Instead of admitting the obvious fact that self-employment is just different thing from the team work for someone, they would insist endlessly on that self-employment being just extremely harder than anything on the Earth.

Perhaps they need some self-justification why are they usually getting kicked off the team work?


Regards,

Mike.

Just negative feedback :-)

# re: Going Independent - Is it for You? 4/14/2004 5:53 PM Scott Mitchell

***************************************
Or how they react to critics. Instead of admitting the obvious fact that self-employment is just different thing from the team work for someone, they would insist endlessly on that self-employment being just extremely harder than anything on the Earth.
***************************************

I'm not implying that self-employment is "harder than anything on the Earth." I am saying that being employed, one can get by with less then stellar discipline. When working for yourself, this is not the case. Do you disagree with this assertion?

Note that saying "you need self-discipline to be successfully self-employed" does NOT imply that if you work for someone else then you lack discipline. You seem to think that my one statement implies your conclusion, but it does not. What it does imply is that if you are not disciplined, you will not succeed working for yourself.

# re: Going Independent - Is it for You? 4/14/2004 6:26 PM Mike Singer

Sorry for the previous grammar entry, it's your blog, not mine, I must respect this.

Hope the next will be relevant to "psychological and personality issues"

Scott,

the opportunity to work on a serious project is a great reward itself, isn’t it?

Are patriotic filings still popular in the States? (Ask not what your country can do for you; ask what you can do for your country. - Cicero)

How the hell are you going to get a satisfaction out of teaching lazy fools to .NET or anything, even if you are a boss to yourself?

Mike :-)

# re: Going Independent - Is it for You? 4/14/2004 6:44 PM Scott Mitchell

Mike, I have not once said that there is anything wrong with being employed, but you are acting as if that's precisely what I said. I am working on this series as a benefit for those who are considering the transition from employment to self-employment. It is not a transition for all, as there are some people who are not adept to self-employment due to psychological and personality reasons (just like there are people not fit for employment because of psychological and personality reasons). This is not a slight against a person's character. It just is.

****************************************
How the hell are you going to get a satisfaction out of teaching lazy fools to .NET or anything, even if you are a boss to yourself?
****************************************

I've not once insulted you or the people you work with, so I'd appreciate it if you'd show me the same courtesy.

After reading your latest comments, I have the feeling that you think I see myself as standing on some pedestal, saying, "I am better than you, Mike, because I work for myself and you are employed." This is hardly the case. Employment has its advantages, and there's nothing wrong with working for someone else. I don't know why you are morphing my comments one should consider when deciding whether or not to pursue going independent as a slight against you, as it is clearly not. I don't know why, but for some reason it feels like you're trying to make this personal. Why, I have no idea. Perhaps there is nothing good on television where you live? (joke)

# Links for me. Not for you. Stop reading them. They are mine. Jerks.. 4/15/2004 9:28 AM A Short Domain Name

# Going Independent is it for you? 4/15/2004 2:27 PM Yaheya Quazi's Tech Blog

# re: Going Independent - Is it for You? 4/15/2004 2:30 PM Yaheya Quazi

Scott, this is a great series you have started. I am very interested in the future postings. Keep up the good work.

Thanks.

# re: Going Independent - Is it for You? 4/28/2004 11:32 AM Carl

Having just re-entered fulltime employment after a year of being self-employed, I can agree with your advantages and disadvantages of going independent. My self-employment was forced by a lay-off, so it was less of a choice rather than a necessity. I think you hit the nail on the head saying:
***
You are your own boss. You can wake up whenever you please....with that freedom comes responsibility
***
My brother-in-law envied my self-employment because he said "I could goof off whenever I wanted." True, but that won't pay the bills.

The disadvantage to me, which one of your respondents touched on as an advantage, was that instead of spending 80%-90% of my time on the interesting software engineering I wanted to do, I was spending 80%-90% of my time on overhead like time-tracking, invoices, client communications, agreements, and *taxes*! I described it to my brother-in-law as working twice as many hours for half as much money. When you're employed, your company has benefits people, payroll and A&R people, biz dev people, and sales people. When you're self-employed, it's all you.

# re: Going Independent - Is it for You? 8/8/2004 8:30 AM Faisal Gazi

This is an extremely frank and thought-provoking post in an otherwise frank and thought-provoking blog.

great stuff!

# Link dump for Wednesday, Sept 14, 2005 9/14/2005 6:20 PM the blog of michael eaton

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