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Random thought: Windows is largely successful because of Piracy
(lemmy.sdf.org)
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Linux's development would have accelerated a lot had there been more demand. There wasn't enough demand because pirated Windows was getting the work done.
In the 90s there where a lot more OS available to compete agains windows, who already had existing software (sometimes better and more capable) to compete with windows: MacOS (Popular in print, layout), BeOS, OS2/warp (tried to replace windows), Amiga OS (best for video editing work at the time), Atari, Novell Netware.
It's not exactly like people where desperate for another OS at this point in the late 90s/early 2000s.
I don't think that necessarily holds true for OSS. The average user with no development experience wanting to use an open source project doesn't mean it will always develop faster.