Fashion Insiders Style Breakdown

Who: Caroline Issa, fashion director and publisher, Tank, street-style fixture, J.Crew insider.

Why we love her: She's smart and style savvy — and what's better than that? She's a businesswoman, who's launched a serious career on the front lines of the publishing world at Tank for the past 10 years. She's a real fashion entrepreneur in the industry and just as fun to watch about town and around the tents — or making a cameo in a J.Crew campaign.

Key pieces: Caroline offers the sophisticate's take on the trends. She's daring with pops of color and statement accessories, but doesn't lose sight of classic silhouettes. She always shows off an impeccable fit — and you can bet she's got a slim sheath dress and polished suiting in her arsenal.