I've been running a project targeted primarily at schools for about 8 years now (emusictheory.com), and I know this market exists (I attended a rich public school, actually), but I also have no idea how to target them without cutting out many of the public school teachers that have been my supporters over the years.

Can anyone point me to good writeups of how to build pricing to target the big players while still letting in the little guys? My pricing is currently too low (I know, I know), and I have some teachers who tell me to charge whatever, it's no problem, and others who it takes them 4 months to manage to push through a purchase order for $150 (and the school takes months to pay the invoice....).

I've been thinking about making an "enterprise"-level subscription that includes setting up the school's own mini-site on a subdomain, but I'm not sure what else I can offer to make the pricing jump seem non-ridiculous.