You’ve been there. I’ve been there. I think we’ve all had some kind of dream and spent many weeks and months planning, preparing, and dreaming. And then we get overwhelmed by it all and scared by all the what-ifs and we decide we don’t want to do it after all. Overplanning is the death of...

"I hit the streets every day with no real plan besides walking and seeing what happens or taking a taxi across town and finding my way back. Or I look out the top of the hotel and see an area and say, okay, I’m going there today—that slum, that village. I go through souks and...