How Do You Transition From a JOB to Self Employment

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Transitioning from a JOB to Self Employment can be difficult

In fact, I would say the transition can be downright overwhelming and may be the number reason why people who attempt to do so eventually give up and go back to the 9-5 rat race.

Fortunately for me the transition was super easy, almost natural. I made the transition almost 12 years ago and haven’t looked back. I helped my wife make the transition about 5 years ago from a full time design job to starting her own luxury residential design firm.

My wife had a rough time for the first few months, the transition was pretty stressful and at times caused her to give serious consideration to going back to a full time 9-6 job.

Since most people can’t afford to just quit their job and start working for themselves, the transition period takes a toll on you. You have no downtime, after working all day at the job, you have to come home and put in another full day or night of work so that you can get your business off the ground.

It was during these first few months that my wife, and most people, wanted to give up. She would say to me, this isn’t worth it …

  • I need a break
  • I can’t keep up with all this work
  • I thought I would have more free time, not less
  • I thought this would be easier, etc…

To successfully make the transition you have to keep your eye on the prize, as they say. This period of double work is brief in the big picture and in my wife’s own words. I will never forget the day she walked into my office and said …

“Honey, I am so grateful you didn’t let me go back to my job. I absolutely love working for myself and wouldn’t trade the freedom that comes with it for any amount of money.”

This day came about 2-3 months after she had quit her “job”!

Here are four tips to help you make the transition as smoothly as possible.

  1. Stay focused – on the “why” you want to work for yourself
  2. Always remember – the transition period will mean lots of hours and hard work, but it isn’t forever
  3. Be patient – building a business that can support you takes time
  4. It is worth it – being free of the 9-5 rat race is worth more than anything you can imagine.

If you are giving any serious consideration to making the transition from job to self employment / starting a business, let me leave you with some final thoughts …

  • Brick-n-mortar businesses require a lot of upfront capital, liability is high, insurance is required and your business “profits” are dependent on the local demographic which means your market place is primarily local.
  • Internet businesses require very little upfront money, if any at all, to get started, have zero liability, no insurance required and potentially has a global market place.

In my opinion, the only business you should be thinking about is “internet business.”

Either way, starting your own business will most likely mean taking on a ridiculous work load so that you have income flowing consistently enough that you feel comfortable quitting your JOB!

Have you made the transition already, if so what was it like for you? If you haven’t made the transition, why not? What is holding you back?

Please leave your comments below for other people to read …

Thank you for reading and sharing your experiences.



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