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iTunes is currently supported under any 64-bit version of Windows, although the iTunes executable was still 32-bit until version 12.1. ITunes lacked support for 64-bit versions of Windows until the 7.6 update on January 16, 2008.

In March 2007, iTunes 7.1 added support for Windows Vista, and 7.3.2 was the last Windows 2000 version. Version 7.0 introduced gapless playback and Cover Flow in September 2006. Introduced at Macworld 2005 with the new iPod Shuffle, Version 4.7.1 introduced the ability to convert higher-bitrate songs to 128kbit/s AAC automatically, as these devices did not natively support audio encoded in AIFF or Apple Lossless formats, also improving the value proposition of the Shuffle's limited flash-only storage. In April 2003, version 4.0 introduced the iTunes Store in October, version 4.1 added support for Microsoft Windows 2000 and Windows XP.

Version 3 dropped Mac OS 9 support but added smart playlists and a ratings system. Release 2.0 added support for the new iPod. Originally a Mac OS 9-only application, iTunes began to support Mac OS X with the release of version 1.1 in March 2001. Casady & Greene ceased distribution of SoundJam MP on June 1, 2001, at the request of the developers. Macintosh users immediately began poking through iTunes's resource fork, where they discovered numerous strings and other resources that indicated that iTunes was a re-engineered Sound Jam MP. Īpple released version 1.0 of the program under a new name 'iTunes' on January 9, 2001, at Macworld San Francisco. At Apple, the developers simplified SoundJam's user interface, added the ability to burn CDs, and removed the program's recording feature and skin support. At the time of the purchase, Kincaid, Jeff Robbin and Dave Heller left Casady & Greene to continue development of the program as Apple employees. Apple purchased the program from Casady & Greene in 2000. Apple based the initial release of iTunes on SoundJam MP, a program developed by Bill Kincaid and released by Casady & Greene in 1999.

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