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Your likely going too fast, I always have to make my kids slow way down and when they do their heads pop right up and start scanning the area !! He will get the hang of it, he is trying really hard to impress you by not stopming and shuffling his feet so give him a pat on the back for that !!
The reason there are so many Ruger upgrades is because they're necessary.
I spend way too much time watching my feet... too much falling over not seeing that branch or rock.game I play with myself (in my head) as I'm walking I focus on something (sorta a "hey what's that dark spot"), trying to teach myself to take in the distant while not hurting myself.