The most often question I am asked is: "Why did you go for ten years on the road?" I had 2 choices in my mind:
1 - Keep working and be poor in 10 years or
2 - Go sidecar-ing the world for the next 10 years and be poor!

To get my social security retirement, I had to answer the tricky question:
"Would you be capable not to show-up at work in the morning anymore?". I answered "YES" and I was approved!!!