Boot 3.0 USB on Surface Go 3 works with adapter but not with USB hub

I'm trying to boot a permanently installed Linux from a portable SSD on my Surface Go 3. The SSD has GRUB installed on it and basically works just line any other portable Linux. I have confirmed that it definitely boots. I currently use it with a direct USB-C to USB-A Adapter (that supports 3.0) and it works . It boots as it should, but the Surface Go 3 only has one single USB-C port and therefore I can't use any external devices (e.g. USB peripherals). Now, I've tried it with a USB hub that also supports USB 3.0 but can't get the drive to boot. In theory, it should work just fine, as it boots

Question by Meridian on Super User, licensed CC BY-SA. We show a short excerpt and link to the original thread as credit.