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Whenever I hire someone, HR has already weeded through the obvious "not qualified" candidates and leaves me with a nice small pile. I typically look for someone to start at entry level, so I pay close attention to cover letters as well as the resume. Spelling and grammatical errors usually means that I stop reading. A few months ago, I stopped reading a cover letter because of too much use of the passive voice.
If you're looking for an entry level position, your cover letter and resume should reek of enthusiasm. There is nothing wrong with admitting that you don't know how to use a particular system or that you even really understand what is that you'll be doing. As long as you want to learn, your employer can teach you to do things their way.
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"They that can give up essential liberty to obtain a little temporary safety deserve neither liberty nor safety." - B. Franklin
"There ought to be limits to freedom." - George W. Bush
"We have met the enemy and he is us." - Pogo
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