Posting here , in a very slow forum.
I've been running several classic asp sites since late 1990-ies, when server side vbscript was very popular, one of the more popular languages. One pretty large one, and fairly efficient.
Since then, MS decided , for whatever reason , to kill VBScript, pretty much. No support whatsoever, no libraries, no development. All cards were thrown into a more complex C# and ASP.net. Great for job security, bad for market share.
And yet, the more popular languages of the day today are scripted - Javascript for one. Php took reign from MS's vbscript as THE language for the masses.
If Microsoft wants to stay relevant in the next decade, they IMHO need to reinvent a simple, scripted language "for the masses" and throw a decent publishing platform with it (similar Wordpress), both of which should be extendable.
Why wouldn't they reinvent something that already worked, had tens of thousands of developers and was a simple and dominant language - vbscript / classic ASP?
All they need is to add some decent libraries for mobile etc. (copy better parts of php), buy out some decent publishing platform in classic asp and make it open source. And throw in some bells and whistles.