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Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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Regarding your third point, you might find it helpful to search for beginners' guides whenever starting a new project. One thing that people don't seem to tell new users about is the struggles they faced when getting started themselves. Countless thousands of hours could be spent on this before someone decides to get started, while others pick it up in a much shorter timeframe. It just depends on you and what you are looking to get out of it.
It's much more difficult than many people realize. If you need a space to test things out, I'd recommend installing VirtualBox with a couple of VMs to host whatever services you decide on. You can take a snapshot of the VM at any point in time, so when things go bad, you can simply restore whichever snapshot you like.