I'd been hoping that the recently released USB boot support for Raspberry Pi OS on the Pi4 would mean that Ubuntu for Raspberry Pi would also get USB boot support soon. Unfortunately it doesn't look like it will happen any time soon[1].
My main issue with USB boot is the abysmal driver support. I have three USB3 to sata adapters with three different chipsets and none work properly. You don’t get warnings or failures, you’re just left with a black screen. As often the problem with cutting edge Linux it doesn’t “just work” and this ends up driving people away.
Note that earlier in the beta there was a fairly annoying bug that affected all three of the SATA adapters I had. That bug was fixed just a week or so ago, and now all my adapters work out of the box. They're all cheap ones you can find on Amazon or at Micro Center. Here's the issue, in case you're interested: https://github.com/raspberrypi/rpi-eeprom/issues/151#issueco...
Instructions: https://peyanski.com/official-raspberry-pi-4-usb-boot/
Stay safe!