How to paint wainscoting?

I am painting my dining room red on top with wainscoting on the bottom. Is it best to use semi-gloss, high gloss, enamel or latex on the wainscoting? Also, should I use a roller or brush to get the best finish?

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Bouncing Roller

My ceiling is very flat. I painted the ceiling semi-gloss white. When I roll back to remove the lines that are left the roller leaves flat spots. P.S. My roller cover is not a cheap cover. Please Help

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