I have tried it, a long time ago, and your prediction as to the extent your comb can travel before enountering "resistance" is absolutely correct.
Now I do it about 6" at a time from the bottom up to the nape, first over one shoulder than the other. Then I go after the sides and then the top and finally the underside from the nape, leaning my head all the while so as much hair hangs vertically as possible. Gravity helps to align strands naturally.
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