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Selfhosted
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I wish I knew this before I started.
But my headless Ubuntu is working now, so I am not changing it.
Don't rush it. You will have plenty of opportunities to change into Debian when your Ubuntu stops working.
Be me whose server is on Ubuntu 18.04 and needs upgrading to get Bluetooth into home assistant 😭
For what it's worth, I usually install Ubuntu Server instead of Debian because it comes with a few more things out-of-the-box that I would install anyway. I have several installations of 22.04 that have been upgraded since 16.04 and they work no problem. (I also have a few Debian installations working similarly well.)