Our contact at Digital Lifestyle Outfitters warned us, she'd never seen CEO Jeff Grady without his baseball cap on. Would that be OK for the interview? Jeff Grady moved his company to Charleston, South Carolina for the casual lifestyle. For a very hard-working guy, he believes in relaxing... at work, on his boat, whenever. But he's not relaxed about his brand. He keeps a watchful eye on every aspect of every product. He's also very serious about enjoying his music. DLO is now sponsoring a local music festival, and Jeff is very happy about that. When his work and his music come together, that seems to be the perfect combination for him. What is remarkable about this fast-growing, privately-held company is not just the story of its one-man start-up, or its recent sale to Philips, it's the fact that this little brand, one of the very first to make a case for a digital music player remains a leader in the field 7 years later.