I believe this is one of those things where everyone has their own idea of what 1 - 3 should be. I think it's ambiguous enough that people will see what they want to see and then realize that the vision doesn't match when actually implemented.

A trend that I've noticed is that many people don't put much effort in trip planning. Their workflow is basically read travel blogs, talk to friends, pick a couple of big points of interest, book a place that seems nearby to some things, and rely on mobile internet/concierge/locals for everything else. And maybe aside from finding the best place to stay, I haven't seen people consider the other steps to be pain points.