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What about a web app? Whiteboard and video chat works great there, and it's a huge market :) ADDITION: After all, this is what Khan of Khan Academy does (he uses a wacom though, but then it's a end user decision).
I tried to tutor my niece in math using Google Hangouts and various whiteboard apps, but drawing with the mouse / trackpad was pretty difficult. Now we use Understudy and it works great, if I do say so myself.
Re: Show HN: Learning SICP with Understudy
#51You and your neice could both buy monoprice drawing tablets for the cost of a year of understudy. And it would be usable for any learning.