Winamp took v2 and v3, added them together, went to v5.
In the original browser wars, Netscape was commonly pitted against the like major version number of Internet Explorer. Nowadays Firefox has adopted the fast-track approach of version numbering from Google Chrome.
With Windows 10, Microsoft is matching MacOS X, and it will create discussion of which is better as it always does when it releases. Then Microsoft will push quickly to Windows 11, and not plod around with 10.1, 10.2, 10.3. In three years time, look to see Mac OS start pushing it numbers faster in response. Both are positing a push away from the 'old desktop mentality.' The name has been a marketing ploy since Windows 95, why should we expect any difference now?
The version I'm usually the most interested in seeing is the one listed as the NT Kernel number displayed in the command prompt.