I don't think I've read a more privileged, arrogant, myopic comment in a very long time.
In what world is it your role to judge a person for going to work every day to feed their family?
"Basically, it's your opportunity to remind them that their job is to sit in a little cube talking to people who are actually out there leading exciting lives."
I'm trying not to read that sentence in the voice of a young English aristocrat from the 1920s, but that's how it sounds. Mocking the working class for the distasteful faux pas of needing a paycheck to survive?
You are blessed for having been able to find a way to live a life of travel and pleasure while others have to worry about which bills they can pay, hope they don't get sick, and dream of someday being able to take even one vacation. Does that mean you are better than them? You certainly seem to think so.
"One day they'll quit . . . the ones that need this sort of treatment . . ."
Honestly, listen to yourself. Are you some authority appointed to correct the misbehavior of your inferiors? No. You're a guy with talent who drew the right cards, played them well, and was rewarded with a life others would like to have. Learn a lesson about humility from my grandmother who grew up in the Great Depression, and reminded me always to tell myself "there, but for the grace of God, go I."
On a side note, I see that you are the founder of Twiddla. Not that the opinion of a single user matters, but as a user, I will now look for an alternative. I have no interest in supporting such arrogance.