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Although, I was hoping someone would answer my question of "how long it should take to switch them over" whether right or wrong. Either 3 days; or a week; or immediately; or whatever to give me an opinion on when to give up.
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This is because there is no answer. It depends on the dog. My dog could never be free fed, as she would gobble her whole day's rations in 15 seconds, and nothing will change that.
You mention your dog is "bird dog". I don't know if you meant setter or pointer, but both breeds are deep-chested, and as someone mentioned, he is a good candidate for deadly bloat.
Two set meals a day is the best option for most dogs.