You are combing starting from the ends up, right, and not "pulling" through any tangles you find but carefully picking them apart, right?
I too would wonder if the brush needs a cleaning, and I think that the harsh oil-control shampoos are stripping your scalp dry, encouraging it to over-produce sebum.
You might want to try a very weak dilution of apple cider vinegar (about a capful) in a bottle of water (same amount of water as you'd get for a bottled beverage) as a rinse after you shampoo. The acid in the vinegar will help to restore the pH of your scalp, so that it's less dry, so that you have less of an oily scalp problem. Distilled white vinegar will work for this as well.
Be careful with the amount of vinegar, too much vinegar can make the hair looks stringy and greasy, but I've found that a weak dilution makes my hair very shiny. .
Hope that helps.
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