These kind of comments are very interesting, and I bump into them now and then when I express aspirations to do something.
On the other hand driven people comment the same way on people "just" taking a job working 9 to 5 and appreciating being able to not work hard (well, procrastinate, not motivating one-self, etc.).
I guess this is an area where empathy is really hard.
(This can already be done using joins, but that is not very ergonomical, especially when a lot of relations are at play)