This holds true for most jobs, but especially in the area of IT and Tech Support: When you learn a new skill, get it on your resume as soon as possible. Partially because it follows the Write Everything Down rule, and partially because you can use your resume to remind yourself about your skills and experiences when it comes time to think about your next assignment, job, or career choice.
It also doesn't hurt to have an updated resume just in case someone points out an opportunity, of course...
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