In the spirit of healthy debate, Microsoft's control of the desktop is akin to Kleenex's control of the tissue market. It will always be there because no one really expects it to change. Which is true. Innovations in desktops are lagging behind those of mobile innovations. Raspberry Pi cannot truly be classified as a desktop device, or any other classification we use for tech. The fact that it ships without a case exemplifies its versatility and wanton openness, which I believe is a key element to the OP's desire in education reformation. The Raspberry Pi Foundation has sold somewhere near one million devices since its inception 347 days ago. The iPhone sold one million devices in 74 days. Apple had nearly thirty years of market presence before hitting that benchmark. The Raspberry Pi foundation has not and I think that if the tech giants wish to stay alive, they should stop locking down their devices and software if they want increased adoption rates. Computers are the future of education and the more open their designs, the more open people will be to tinkering with them, and, as the OP puts it, no longer "Avoiding stuff I didn’t know how to do." This will help advance and educate along the lines the OP wishes to see.
This isn't to say that everything ought to be open source. Capitalism is intrinsic to certain innovations, so the need for closed designs is necessary. The openness need not be as outlandish as it sounds. Less penalizing Terms of Service might be an excellent step towards this.