Strange question, but I attended a workshop where the facilitator asked the participants to think about "What's the best place you ever worked and why?". It struck me as something I've only implicitly pondered, and never explicitly. I was wondering if people had other questions that helped them reflect on their careers.

"What do you think makes a good programmer?" "Who is the strongest engineer you know and what makes them that way?" "What thing or things are stopping you from achieving the thing you want to achieve?"