Yeah, most of my use cases involve Ruby in some way or another, with a little bit of C/C++ testing (comparing/contrasting the MSVC and more open source compiler

Yeah, most of my use cases involve Ruby in some way or another, with a little bit of C/C++ testing (comparing/contrasting the MSVC and more open source compilers). Ruby is the only language I can never get to work properly "raw" on Windows, it makes far too many Linux-based assumptions and lacks a lot of cross-platform niceties that for instance Python and Node more regularly provide out of the box. It's mostly been random Ruby tools I've seen crash to syscall oddities. (It manages to keep my expectations low for results from Ruby tools in general.) (In regard to your WSL2 VPN issue, that seems to be expected given it is running in a VM. It's possibly just as simple as enrolling the network interface WSL2 is using like you would any other Hyper-V network interface for your VPN. To my understanding, it should be auto-bridged to your main network interface, but is still its own network interface and some VPN software is too smart for its own good and ignores Windows' bridges to charge more. If so, it may even be likely your tickets are just languishing in the "won't fix" of "please pay us more to upgrade to a SKU that 'better' supports VMs", ie "a SKU that doesn't intentionally ignore VM network interfaces, because we can charge for that".)