The standard story in the computer folklore was Movable Type [0], a blogging platform. In the early 2000s when blogosphere was at its height, Movable Type was used by numerous authors. It was freeware, source code available, and had a big collection of plugins and extensions. It was not Free and Open Source, with restrictions on use and redistribution, but most thought it was good enough.
As time went by, its shortcomings and limitations became obvious and a new version was needed. But the development has already stagnated because the publisher's interests shifted. And finally when the new version was released, it contained numerous bugs, and many bloggers suddenly found they needed to pay several hundreds dollars of licensing fee under the new license.
Matthew Thomas, a blogosphere personality, wrote an outline for anyone who wants to create an ultimate blogging platform [2] that can stand the test of time and prevent similar incidents from happening again. Requirements included free database backend, open archive formats, and free software.
His article was also the source of a famous remark,
> In the long run, the utility of all non-Free software approaches zero.
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[0] https://www.gwern.net/docs/technology/2004-pilgrim-freedom0....
[1] http://web.archive.org/web/20051107103030/http://mpt.phrasew...
[2] The Movable Type Incident was a major event responsible for the rise of WordPress, which was a new project at that time. Even the name "WordPress" refers to the printing press, in analogue to Movable Type.