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Your dog needs food that has a higher protein and fat content. Pick a food that has a higher 'real meat' content (not meat by-products). Slip in a serving of canned food now and then. You could also try to gradually switch from 3 meals a day to 4 or 5 smaller meals a day.

Oh to be my dog and not have to worry about cooking, housecleaning, dusting, vacuuming...

Swat and Desitin are good repellents and should work. Also, bathe your dog more often in the summer time.

The fact that Sam is willing to eat his food when you add more water to it, could suggest a problem with his teeth. But you say he has no problem eating cat's food. Also he readily eats a particular brand food. This looks like the problem is a matter of taste and preference. Your vet must have...