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" I&amp;#039;m a young political speechwriter, and I want to look good when working the room with my candidate. Is it okay to dress better than him?   Outdressing the boss? You have hit on a question that besets every aspiring young man in business, politics, or librarianship. In my book, it&amp;#039;s always a good idea to set a strong sartorial example for your superiors; it gives them something to aim for. Remember that you&amp;#039;re a lion, not a mouse. If you expect to be a candidate yourself in a few years, do what all sensible gurus advise: Dress for the job you want, not the one you have. Go for quiet, plain shirts, well-made dark suits (navy is always good), and simple but immaculate ties. So what if your boss is a dressed-down man of the people in public? Wimp. That&amp;#039;s his bag, not yours. I was given a Ralph Lauren dress shirt with a Douglas-tab collar. What&amp;#039;s the tab there for?  I feel your pain. Nothing&amp;#039;s worse than a complicated shirt. Generally I avoid clothing with any extraneous details. But your Douglas-tabbed Ralph is a classic and deserves to be worn. (I have 20 in various cloths.) This shirt style, narrow of collar, derives from the soupy primeval fog of 1960s preppydom. The tab is designed to rein in wayward collar points. It also pushes up the knot of your tie, which, given the size of the collar, should not be too wide or chunky. Sadly, this shirt just doesn&amp;#039;t work at all without a tie. Have a style dilemma? Contact Bill Hancock at bhancock@hearst.com. "^^<http://www.w3.org/2001/XMLSchema#string>
<http://www.esquire.com/style/mens-accessories/advice/a2452/esq1004-style-guru/>