Interesting point, however, is that the only major issues he had were with OBS and him macro keypad, and everything else worked for him. That is a very good thing imo. It's a testament to how far Linux has come. Now we just need to ensure all the Wayland work gets completely done across all desktops and then it's a matter of time before even stable and "conservative" systems like Debian and Mint get it all supported, at which point Linux will be ready for all, and we can move our focus to Mobile Linux and whatever else the next new big and shiny thing is on the desktop (Personally, I think the only issues after these would be making sure accessibility is all well and good, getting GNOME to finally support VR, and that's about it. I can't think of anything else).
Of course, for every story/video/etc. of someone smoothly transitioning, there's a thousand more that have basic non-starters because of certain applications/hardware, too many bugs or simply gave up in frustration.
Says who? The days when this was true are long gone. Ubuntu is no longer the user friendly everyman's desktop system anymore. Arch is extremely user friendly, just not the installation process. I find it to be much less of a pain in the ass to use than Debian based systems. For one, you have the Arch User Repository, so you're very unlikely to need to not be able to find some software you want, and more importantly, so many packages in Debian are out of date and they take forever to update them, stuff often breaks because the version needed as a dependency for something else is not in the repositories.
For people who want to use arch but don't want to manually do everything I highly recommend EndeavorOS. You fly through a wizard, just like Mint or something desktop oriented, and you wind up with a nice, working environment, but it's Arch tooling instead of Debian tooling. The biggest and for most people only noticeable difference is the package manager, and pacman is so much more robust than apt.
I get frustrated online when I see people saying "Ubuntu is the most user friendly distro" or "arch is not for noobs", this stuff was true like 10 years ago, that's no longer the case. Ubuntu is user hostile, and there are arch derivatives that are basically arch with a graphical installer, which is the only part of using arch that is hard for people who aren't hardcore nerds. It's not like Gentoo or Void or Alpine or Nix or running a BSD system or something advanced like that.