I think it's a case of defining what you know, and asking questions for what you don't know. But, of course that's easier said than done. Maybe you chase after a red herring, maybe you ask the wrong questions. But I think asking the right questions comes from expert understanding of the fundamentals of anything, which is really hard, maybe for a lot of new fields, impossible because no one has established fundamentals, unless you're really smart. Maybe you permute the thing, or its joined with another thing, so it really becomes it own new thing.

I personally hate the non-magsafe charger because I trip over it and yank the laptop around, but I can see the trade off in being able to use a single charger for everything. Because of that, I see the magsafe issue being a permutation, because by changing the environment that laptop chargers operate in, with the addition of usb-c, you've changed the game.