I have fond memories of seeing my parents on the job. The experience gave me a different angle on their lives, and it reinforced my own attitude on the importance of work.
People who are part of a family-owned business must experience that every day. Maybe it gets old — I know from reporting on the industry for many years, there are a lot of challenges and issues when you're working with (or for) the same people that you get together with for Thanksgiving dinner.
But I still imagine it would be cool to work with family. I've had a few tastes of that over the years, and I enjoyed all the experiences.
When I was in high school and college, I umpired quite a few baseball and softball games with my Dad. Just driving back and forth together was a fun bonding experience. We would talk between innings, and after the game, about the calls and the plays. Usually we'd stop for an ice cream on the way home. That was fun.