That's not a very insightful expression. I almost invariably get bored with winning. In fact, I've left multiple schools, jobs, cities and even a competitive sp

That's not a very insightful expression. I almost invariably get bored with winning. In fact, I've left multiple schools, jobs, cities and even a competitive sport because there just wasn't enough challenge. I thing what you really need is some balance between the difficulty of winning and the skills and focus you can currently bring to bear.