I’m a generalist SysAdmin. I use Linux when necessary or convenient. I find that when I need to upgrade a specific solution it’s often easier to just spin up an entirely new instance and start from scratch. Is this normal or am I doing it wrong? For instance, this morning I’m looking at a Linux VM whose only task is to run Acme.sh to update an SSL cert. I’m currently upgrading the release. When this is done I’ll need to upgrade acme.sh. I expect some kind of failure that will require several hours to troubleshoot, at which point I’ll give up and start from scratch. I’m wondering if this is my ignorance of Linux or common practice?
Your experience may depend on which distro you use and how you install things. If you use a distro with a stable upgrade path such as Debian and stick to system packages there should be almost no issues with upgrades. If you use external installers or install from source you may experience issues depending on how the installer works.
For anything complex these days I’d recommend going with containers that way the application and the OS can be upgraded independently. It also makes producing a working copy of your production system for testing a trivial task.