I don't think "command line hard" is the worst part of self-hosting.
I've seen a lot of people saying things that amount to "those tech nerds need to understand that nobody wants to use the command line!", but I don't actually think that's the hardest part of self-hosting today. I mean, even with a really slick GUI like ASUSTOR NASes provide, getting a reliable, non-NATed connection, with an SSL certificate, some kind of basic DDOS protection, backups, and working outgoing email (ugh), is a huge pain in the ass.
Am I wrong? Would a Sandstorm-like GUI for deploying Docker images solve all of our problems? What can we do to reshape the network such that people can more easily run their own stuff?
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It's not the command line that's hard but the lack of proper documentation and tutorials that makes things hard.
Especially when it's extremely rare to find documentation that aren't intended on being too verbose. Documentation with bottom line up front writing style is a rarity.
man <command> is your documentation for the tool itself.