Mind you, I'd love to see the TI monopoly get broken! But this is what you're up against. And even if you have a great product and a teacher might be willing to make the change, they'll be really cautious about the risk that your product won't survive and they'll need to switch back to something else two years later.
They are. And TI makes tons of profit on each one. But that also means that if they got any serious competitor, they could drop their prices like a rock, and still make money. Certainly they don't want to do that, but I'm sure they would if they had to.
I'm pretty sure that I've used every single feature of the TI-83+ software during my 9+ years of education (grades 7-12 and undergraduate). If your new software is missing just 1 feature that the original software has, it won't fly with educators.
Also, even if it's a massively successful kickstarter, TI can still spend more on lobbying to protect its monopoly ;)
That being said, please try it! I'd love to see an open source alternative!
I can only offer an emphatic YES. I think that there are enough geeks out there that would like to see this monopoly broken that I predict a Kickstarter would be a rousing success.
Sounds like the actual requirement is to only be secure against people who never think to try.