This is how I would explain to a 5yo. It’s a speed problem. Things pulled from the front can go faster without falling over and things pushed from behind are more likely to fall over when moving quickly. Because a plane is a lot faster than a boat it needs the puller in front and a boat is a lot slower so it gets help turning when the pusher is at the back.
I skipped a lot of other factors for the sake of getting to the cookies and milk faster.
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