Ping 240.whatever.whatever.whatever from Windows. You just can’t. General failure.
And Windows is not the exception here.
They can lobby all they want, all the effort is going to be in vain. Imagine having to debug a problem where your services are sitting on 240.0.0.0/4, but some customers have routers that just drop the packets to that destination. It’d be a nightmare and “get better networking gear” might not even be a solution, because their ISPs routers could also be doing that.
This proposal is provably worse than just adopting IPv6, because when IPv6 works, it just works. This? This would fragment the IPv4 internet with undefined behaviour.
If they really want more v4 space, they should advocate for yoinking the v4 space that e.g. the DoD, Daimler, Ford or Apple doesn’t use. And they have a lot of v4 space. But that’s also not going to happen, and one of the reasons why not would be similar. A lot of people are actually squatting on DoD space in their internal networks if they run out of 10/8.