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Hi there @colinshaun77Eel,
MariaDB are usually quite good at documenting the upgrade process from one version to another.
For example, you could take a look at the upgrade guide for MariaDB 10.2 to MariaDB 10.3 here:
https://mariadb.com/kb/en/upgrading-from-mariadb-102-to-mariadb-103/
They have listed all of the steps along with the incompatible changes between the two versions.
Besides that, I would recommend keeping your server up to date by installing all of the latest security patches and minor upgrades on a regular basis by scheduling some maintenance windows.
One thing that I would strongly recommend is taking regular backups of your Droplet, so that in case that anything goes wrong with any future upgrade, you would have a working backup that you could revert to.
Another thing you could consider is going for a Managed Database Cluster, that way you would not have to worry about the database server maintenance, security upgrades and etc.
Hope that this helps! Regards, Bobby