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Whenever it's easiest to do so. For skittish birds it would likely be easiest at night, right off the roost, when they're easy to grab and not likely to run away. I don't handle animal stuff at night generally and most of my birds tolerate being picked up, so I do most treatments in the morning.

Should be fine. When you put it in her mouth, just use a finger to push it towards the throat. She'll swallow automatically, takes only a second.