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How do I get started if I am in the Apple ecosystem?
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Ko-fi | Liberapay |
Docker and docker compose should work within macos, or not? (its a unix after all) you could setup a test environment there (jellyfin, navidrome, nextcloud and the like). I'm not sure which iMac... they use arm and RISC processors in some of them I heard. It is possible you won't find docker-images which are made for these processors. Amd64 (Intel, amd) is the least problematic in this regard.
For always on services (like filesharing or nas) a low power device would be good (a used raspberry. or celeron n powered all-in-one device if you want to have an UEFI capable and amd64 compatible platform with sata, more LAN ports and m.2.)
VPN and maybe a parrot are recommended too. ;)
Edit:
For streaming maybe a VPN / anonymizing proxy is sufficient. In some countries even this shouldn't be necessary but it doesn't hurt. If you pay for illegal streaming they might catch you via the money trail when the platform is seized. But i doubt it that they care about the customers, they should just be after the providing party.