Glenn Kelman
CEO, Redfin
Brooks Brothers Non-Iron Dress Shirt; $75-$118;www.brooksbrothers.com
I can't tell you how many times I've rushed around a hotel room trying to press a shirt, catch up on news, and prep for a business meeting while fighting jet lag. I've tried a lot of wrinkle-free shirts, but their fabric grates and crinkles at the collar or cuffs. Brooks Brothers, which isn't my usual style, gets it right. Its non-iron cotton shirts feel good, don't wrinkle, and save me a lot of hassle. I love that I can toss them in the wash the night before a meeting, dry them over breakfast, and then throw one on as I'm running out the door. When traveling, I've crammed a few into my carry-on and arrived certain that they'd need pressing. But a few minutes of shower steam is all it takes to make them look as good as new.