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Helpful answers
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May 12, 2012 12:43 PM in response to Phil Fredrickby ed2345,Phil,
If they are songs to which you own the rights, e.g. songs you personally composed and performed, then yes, you may use iTunes to burn as many copies as you wish. However, if you want nice professional sounding CDs with proper volume normalization, etc, then you may wish to seek out a better burning program.
If one or more of the songs are ones you obtained commercially, e.g. from a CD or from the iTunes Store, the files you have are for your own personal use, and you do not have the right to make copies for others. See details here: http://www.apple.com/legal/itunes/us/terms.html#SERVICE
Making a mix CD for a friend or two would likely not bother anyone. 50 would.
To your question about the legal solution for gifting a set of songs to others, see here: Send Music, Videos, Audiobooks, and Apps as Gifts
But, instead of burning CDs (which not everybody apperciates nowadays), or gifting Store copies (which may break the bank), why not just post your custom mix legally on a site such as Mixcloud? Your friends will be able to listen to the songs on their computer or smartphone.
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May 12, 2012 2:52 PM in response to ed2345by Phil Fredrick,Thank you. The nature of the in-person event is such that we'd like to have a handout such as a CD as opposed to doing it online, which would normally make more sense. But it may just be easier to use the gifting a set of song to others or store it on Mixcloud. Thanks again for the help.