Other than the fact that updates are supported only till 2019, is there any reason why I shouldn't keep using 14.04 while upgrades to higher versions are available?
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There are no disadvantages of continuing an older but still supported release of Ubuntu, like 14.04. It will be supported until April 2019, so you can go on running it for more than 2 more years without worrying.
Of course the latest official release will experience slightly more love regarding fast package/update maintenance and it may have additional new features, but security updates will always be distributed to all supported releases as fast as possible. It might take minimally longer until hardware enablement packages, new kernels and other updates that mainly introduce new features and no serious bug fixes get backported to older versions, but this should not be a disadvantage.
The advantage of having not the very latest Ubuntu release installed but a slightly older LTS (long term support) version is that all software is much more stable here as it has been tested for longer time.
To conclude, you do not have to upgrade unless you want to. Some non-critical software updates might not be available for your older release, but as long as it's still supported, there's not really a problem.
Byte Commander
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