Lenny Underwood Is Making an Entrepreneurial Fashion Statement

When he was in college and developing his skills as a photographer, Lenny Underwood recalls being told to ‘get a real job.’ He thought he already had one, and eventually built a successful business. A decade or so later, he created another one, Upscale Socks, which is turning heads with its products while also helping to bring attention to everything from breast cancer to mental-health issues. These days, while growing his two ventures, Underwood is also passing on what he’s learned and doing important work to encourage entrepreneurship, especially among young people.