8 September 2025

Finding working copies of the last few titles was an “especially cursed” journey.
Last year, we reported on the efforts of classic iPod fans to preserve playable copies of the downloadable clickwheel games that Apple sold for a brief period in the late '00s. The community was working to get around Apple's onerous FairPlay DRM by having people who still owned original copies of those (now unavailable) games sync their accounts to a single iTunes installation via a coordinated Virtual Machine. That "master library" would then be able to provide playable copies of those games to any number of iPods in perpetuity.
At the time, the community was still searching for iPod owners with syncable copies of the last few titles needed for their library. With today's addition of Real Soccer 2009 to the project, though, all 54 official iPod clickwheel games are now available together in an easily accessible format for what is likely the first time.
GitHub user Olsro, the originator of the iPod Clickwheel Games Preservation Project, tells Ars that he lucked into contact with three people who had large iPod game libraries in the first month or so after the project's launch last October. That includes one YouTuber who had purchased and maintained copies of 39 distinct games, even repurchasing some of the upgraded versions Apple sold separately for later iPod models.
Ars' story on the project shook out a few more iPod owners with syncable iPod game libraries, and subsequent updates in the following days left just a handful of titles unpreserved. But that's when the project stalled, Olsro said, with months wasted on false leads and technical issues that hampered the effort to get a complete library.
"I've put a lot of time into coaching people that [had problems] transferring the files and authorizing the account once with me on the [Virtual Machine]," Olsro told Ars. "But I kept motivation to continue coaching anyone else coming to me (by mail/Discord) and making regular posts to increase awareness until I could find finally someone that could, this time, go with me through all the steps of the preservation process," he added on Reddit.
Getting working access to the final unpreserved game, Real Soccer 2009, was "especially cursed," Olsro tells Ars. "Multiple [people] came to me during this summer and all attempts failed until a new one from yesterday," he said. "I even had a situation when someone had an iPod Nano 5G with a playable copy of Real Soccer, but the drive was appearing empty in the Windows Explorer. He tried recovery tools & the iPod NAND just corrupted itself, asking for recovery..."

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