Men are usually replenishment shoppers. You don't often find them seeking new styles—they just want more of what they already have. They see a hole, a stain, or a worn collar and, bam, off they run to the store or the Internet to replace their favorite items. Ladies, we could take a cue from this style of shopping.

The biggest challenge for men? Taking a minute to look in the mirror and see whether what they have on actually fits. I was recently in a client's closet, and on the floor were boxes and bags full of newly purchased Jos. A. Banks shirts, pants, and suits. And when I say “newly purchased,” I mean purchased within ...

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