Here’s a paper on Heidegger and one-to-one teaching: Teaching as Letting-Learn: What Heidegger Can Tell Us about One-to-Ones (from the ATLAANZ Proceedings).
Students learn on the basis of what they know but don’t know that they know: the “unknown knowns” of their learning situation, as it were . . . [to quote Donald Rumsfeld — see Žižek, Organs without Bodies: Deleuze and Consequences 95]