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I do this more or less, while the VPS itself doesn’t route over a VPN I have traffic forwarded between Tailscale and a commercial VPN.

It’s actually much more complicated and involved then that involving four double hop VPN tunnels, two that stay 100% in my country then two that bounce around other countries routed over the first two. This way my traffic exits the country without it appearing that way.

Bonus points if the 2.4 GHz and 5 GHz channels use the same SSID and security. I can’t stand when people separate them — who wants to sit there and switch networks all day trying to find the best one? Just let the clients do it on their own.

I’d argue that web server generally refers to HTTP(S) servers more broadly regardless of whether they’re accessible on the web, a local network or even just the local interface.

It’s important if you’re using flash drives although even that’s pretty rare these days. My wife has run into this problem by formatting as NTFS (GUID partition table) when print shops’ terrible machines only support FAT32 and/or MBR partition tables.

Thankfully our Macs understand NTFS otherwise those formatted drives from her Windows work computer wouldn’t even work at home.

One day our Linux servers were hosed at work because the Windows server hosting them got all fucked up during Cloudstrike. I’ll never understand why you’d host Linux on Windows rather than the other way around.

It’s very rough coming back after 20+ years. Easy things on Linux quickly become a wasted day going down six trillion rabbit holes on Windows before you can even accomplish your seemingly simple task. Most problems in Windows are much more easily resolved by booting into Linux to make the repairs.

Storj Tardigrade with client-side encryption. I use rclone so you could even encrypt it before hitting the Storj library if you’re extra paranoid (among other things like caching, chunking, etc).