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learning_curve
Golden Pleskian
We're currently running Ubuntu 18.04.5 LTS but can easily upgrade to Ubuntu 20.04.1 LTS via official Ubuntu upgrade packages without any problems - apart from Plesk Obsidian 
An official Plesk guide to carrying out an Ubuntu 18.04 > 20.04 Dist Upgrade, whilst Obsidian remains active and in place, is now, currently expected to be released with the next Obsidian upgrade i.e. 18.0.32 which will be here pretty soon (probably the end Nov / start Dec). This is Option 1
Alternatively, we could create new servers with clean fresh installs of Ubuntu 20.04.1 LTS and Plesk Obsidian and then use the Plesk Migrator Extension to move across all of the data from current servers to new servers. We did this when moving from Centos to Ubuntu, but it wasn't as straight forward as first imagined and needed quite a lot of manual work too. If it's same OS / same Plesk migrations, it should in theory, be effortless and simple, but THIS PLESK PAGE and THIS PLESK PAGE do carry lots of advance caveats... This is Option 2
Finally, this very recent forum post appears to confirm the third option of backing up from an old server / OS then restoring to a new fresh installs server / OS which, at first glance, seems a lot easier than using the Plesk Migrator Extension - But... is there a few hidden caveats with this option too? This is Option 3
EDIT: Having explored this further & taken advice from others, including Plesk, Option 2 has the lowest potential for errors, so we'll investigate that in detail.
An official Plesk guide to carrying out an Ubuntu 18.04 > 20.04 Dist Upgrade, whilst Obsidian remains active and in place, is now, currently expected to be released with the next Obsidian upgrade i.e. 18.0.32 which will be here pretty soon (probably the end Nov / start Dec). This is Option 1
Alternatively, we could create new servers with clean fresh installs of Ubuntu 20.04.1 LTS and Plesk Obsidian and then use the Plesk Migrator Extension to move across all of the data from current servers to new servers. We did this when moving from Centos to Ubuntu, but it wasn't as straight forward as first imagined and needed quite a lot of manual work too. If it's same OS / same Plesk migrations, it should in theory, be effortless and simple, but THIS PLESK PAGE and THIS PLESK PAGE do carry lots of advance caveats... This is Option 2
Finally, this very recent forum post appears to confirm the third option of backing up from an old server / OS then restoring to a new fresh installs server / OS which, at first glance, seems a lot easier than using the Plesk Migrator Extension - But... is there a few hidden caveats with this option too? This is Option 3
EDIT: Having explored this further & taken advice from others, including Plesk, Option 2 has the lowest potential for errors, so we'll investigate that in detail.
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