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If he has foot or leg problems than that may be why he doesn't roost. I have a few older birds with arthritis that will sleep on the floor, or on a flat surface. You could try a very wide board for him.

Two things may be a possibility. Sometimes roosters like to sit closer to the door kinda like a guard. I also see your rooster is bigger, he may not be comfortable going up. My Orpington roosters don't roost too high up. It may feel tight to him and he can't maneuver well.