Has anyone here intentionally gone from employee to contractor? I am looking for some

[MaryMagdaline]

6. Absolute first thing I would think of social security

If you get a 1099 you will be paying your own social security and the employer's part as well ... about 14.5%. I woul look at your last pay stub and double social security ...

I only worked once in my life as an independent k'r and only for the summer. I owed money to gov't. A friend of mine worked as IK adjuster. He owed thousands to IRS because he had not paid SOCIAL security as he went. Get accountant to calculate for you very early on how much you need to pay in as you go.

Next I would worry about is health insurance. Get Obama care quote before you leave your job.

I would speak to someone who is self-employed. If you have never been self-employed there may be big shocks. Such as clients who don't pay on time. You can't bust them with wage and hour when you are not an employee ... you just have to hope they pay as regularly as they did when you were an employee.

As poster said above, get accountant to calculate your benefits package.