I used to say that getting married was the best single decision I made in my life but then my wife reminded me it was the last single decision I ever made. That was 18 years ago.
Jeff's Maui story reminded me of when I was a teenager I got "stuck" hitch hiking for a while. As I looked around I thought to myself that place would be nice to live.
Ten years later when I finished college, a company came recuiting. I said okay. I'd never heard of the company or the town they were in but accepted the position. Turned out to be within one block of where I'd been "stuck" ten years before.
But to the question of smartest, I'd say I'd agree with lynnlingh that taking response-ability and ChrisW's honesty pretty well say it.
A major realization - that I am able to shape and mold my interpretations and re-presentations of "external" events.
Another really smart thing was to decide take my rightful place as co-creator of the universe.
We all are.