A Swagger Shrewd

He owns way too many clothes -- filling over five closets?! -- and from some questionable brands -- Kenneth Cole, Aldo, Madden, Dragonfly?!?! -- but Esquire's "Best Dressed Real Man" in America is still shrewd beyond his years:

• He makes about $150,000 a year, but, to him, "Spending conspicuously right now seems a little tasteless."
• He has always shopped for deals, continues to do so.
• He gets online coupons for stores that he enjoys, like Saks and the Ralph Lauren outlet.
• On Black Friday, he was up and out of the house by 5:00 A.M., hunting bargains.
• He scoffs at people who buy the exact outfits off the mannequins in stores.
• He's always looking for ways to maximize his wardrobe, ways to recombine or recycle.
• From his college roommate he learned that if you buy cheap, you're going to pay more.
• His philosophy has always been "Money can buy you fashion, but it can't buy you style," neither talent nor class.
• He believes that having something that screams "I paid a ton of money for this" pales in comparison to someone saying, "Wow, I never thought of putting those pieces together that way."