Young Entrepreneur of the Year, presented by Deloitte - Ben Gilbert is a founding partner of Pioneer Square Labs, a “startup studio” that turns ideas into new companies and helps them get off the ground. But his entrepreneurial work goes further back than that. Gilbert is the former head of the Microsoft Garage, Microsoft’s internal technology incubator, and co-founder of Madrona Venture Labs. He’s been working in tech for nearly 15 years — an impressive feat for a 27-year-old.