Carly Zakin is co-CEO of the media platform and quintessential newsletter theSkimm, which she co-founded with Danielle Weisberg over a dozen years ago and now reaches more than 16 million women. “My packing essentials are all about comfort and practicality,” she says. “I always carry a Brookstone neck pillow and one softer pillow option from the Hudson newsstand. A plane pillow is nonnegotiable for me—it makes a huge difference on long flights.”