How does one help encourage/incite people to 'think'?
To some degree, you can't.
To the degree you can, I find that imitating Ward Cunningham is almost always the most effective approach. Ward has an amazing way of asking, "Hm, well what if you were to _____?" where the fill-in-the-blank-spot is almost always something so simple and non-offensive that anyone remotely thoughtful starts thinking when he or she hears it.
Unfortunately, I've met very few people who have that staggering ability to simplify a problem to its simplest form. I don't have it. Ward does.