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Switching from set times for feeding to free feeding of a cat

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My cat Shiloh I believe the amount of food the vet recommended is not enough for him, I picked him up tonight and he is losing weight. The amount the vet said to use was to maintain, so it is failing to maintain his weight. What I give him now is 1/4 of dry food in the AM, 1 small can of wet food when I get home from work. Right now he wakes me up at 1 or 2 in the morning for more food. So I see 2 options

1) add a third mean at night before I go to bed (1/4 dry) I am adding 50% as I felt he has lost weight and I think he needs it back.

2) figure out how to transition him to a free feeding cat (keep the dry food out all the time for him when he wants, then a can of wet food as a treat when I get home from work in the pm.

If I am to switch to free feeding, what is the best way, would it be just put a bigger bowl down and fill it up? Or do I want to build up to the big bowl, and if so how?


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