I'm super interested in this because I've developed an opinion about software used in higher ed: It. All. Sucks. Not one piece of software I have used (Canvas, Sakai, Slate and numerous in-house tools) are easy to use or easy to integrate with. A group of students here at UNC created https://www.coursicle.com/ which deals with the student scheduling side of things and actually looks pretty great but I've not used it.…
I'm inclined to agree that the best Higher Ed products are not actually all that great. Some of the VC's that I've spoken with joke that a B+ product in Higher Ed is a unicorn.
As for the CIO's - we're able to standardize a lot of that using something called the HECVAT which is basically a tell all for security reviews. If you're interested in learning more, looks like you have a super interesting github and would love to connect, just shoot me your email