[limist]

Cool idea, will be curious to see how it goes (don't own iStuff so can't directly participate).

Live remote video-learning, I've found, tends to require a good friend of comparable skill level to work. If you discover that strangers can make this work sustainably, that's definitely interesting and important.

[kenferry]

I think that's true if your setup is symmetric. You and your friend have to go at the same pace, you get anxious about holding them up or coming off as dumb, etc.

This is an asymmetric setup. You talk through whatever material the less-advanced student got through that week. More like YC office hours.