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 I don't know Lit. Is it https://lit.dev/ ? Looks like it's another abstraction layer to which I'm always skeptical.
https://gomakethings.com/what-about-lit-for-web-components/
But I never used it, so I can't fully judge it on which need it serves..

As for Tailwind this is familiar territory :) 
 I have not used Lit much, but its a good framework for this since it does not require a compiler or bundler, which is perfect for static files
Also haven't used tailwind much, but I'm learning 😀 

If your interested in experimenting. then the "landing page" app still needs a few more features and I don't have time to build all of them
 - Blob details page that shows info and a preview (if its an image / video / audio)
 - Mobile friendly list page (with filtering by type / size / date)
 - Mirror button/page so you can easily send a blob to another server from the web UI
 - Integration with https://github.com/fiatjaf/window.nostr.js for other signers

These are all pretty easy Web2 features to build since your just talking to a single server 😀