When I'm photographing, I don't ask myself questions, that would take all the fun out of it. I just wait until I feel the urge to press the shutter button and then I start making shots until I feel I've covered everything there is in the scene. I watched one video for a short while and decided quickly enough that David du Chemin's approach is not my cup of tea.
Wait, that's why I'm not a great photographer! Oh well, life's too short to do things you don't really like.
Watched all three of the videos, the part that gelled for me was the warm up phase - I can relate to that and will often take a number of pictures before I get my "eye in".
His specific example was more about light than anything else, and I agree that "looking back" sometimes shows better light but I tend to be an onwards and upwards person. (Usually chasing after my wife and kids who have zero tolerance for me taking pictures so carry on walking whenever I pause).