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Hi, Welcome to JustAnswer. I'm a licensed veterinarian and I'll be happy to help. Excessive rolling like you are describing can come from itchy skin, from playfulness where he feels very comfortable, or from obsessive/compulsive disorder. The first step would be to rule out any itchy causes. Does he have inflamed skin? Do you see any sores on him? Does he have any fur loss especially in patches? Is he on a monthly flea preventative like Advantage or Frontline?
Thank you for your answer, I actually took him to a vet on Saturday and he does have fleas and irr
itation and he is now on flea treatment