I ride a bicycle in the city with a helmet, knowing that I do it in order to ride a little more dangerously. It gets me where I'm going faster. When I'm without a helmet in the city I ride very defensively.

I use Python and I'm very slowly getting into Haskell, I don't have much experience with static typing, but I think that the analogy will apply when I get used to it. I enjoy the safety net so that I can, in fact, be a little more reckless in my coding. Experiment a bit more, get things done a little faster, etc.