HT201272 iTunes not allowing me to re-download a previous purchase. :(

How can I re-download a previous purchase if I have lost it, and a) iTunes is greying out the "Download" button and b) "Transfer from iPod" is not working? None of Apple Support's answers actually work!

"I found in another discussion a claim that Apple only lets you download a purchase once."
Not true at all.  Your purchases ( all that are available) are in icloud,  You can get them as often as you like.
"But on the page you linked to, it seems to specify that it is possible to download multiple times."
Yes.  This is completely true.  You can donwload them as many times as you like.
"Seems to be at the best bad usability, and at the worst intentionally misleading."
Nothing misleading at all.

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