Wookie is a designer, coffee shop owner, New Hampshire-based motorcycle rider. He’s a fascinating young dude with a penchant for risk and plenty of insight into which scooter to buy. We roped him in for a few reasons. When you see a guy who owns a coffee shop, works freelance, and maintains a stable of sweet bikes, its hard to imagine how all that happened. We wanted to know the story. What would the established freelancer tell the young freelancer? How do you manage risk when you have so many irons in the fire? And how do you keep your love of motorcycles alive when you’ve got a wife and house and kids? As Wookie admits, the story is messy, but there are always takeaways, and the lessons are invaluable.