How often should I rewrite my Resume'?

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A resume is a list in chronological form that lets potential hiring manages see what you have done that's relevant to the job in which you are applying for.  Regardless if it's your side job, or your main income source, anything new should be updated in your resume immediately.

If you're working then I would suggest updating your resume at least once a year.  Remember this is an outline of your career, so updating it is of the upmost importance.

Another great reason to update is it can show you areas that you're lacking in so you can address them before applying to jobs.